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Herbicides (, ), also commonly known as weed killers, are substances used to control undesired
plant Plants are the eukaryotes that form the Kingdom (biology), kingdom Plantae; they are predominantly Photosynthesis, photosynthetic. This means that they obtain their energy from sunlight, using chloroplasts derived from endosymbiosis with c ...
s, also known as
weed A weed is a plant considered undesirable in a particular situation, growing where it conflicts with human preferences, needs, or goals.Harlan, J. R., & deWet, J. M. (1965). Some thoughts about weeds. ''Economic botany'', ''19''(1), 16-24. Pla ...
s.EPA. February 201
Pesticides Industry. Sales and Usage 2006 and 2007: Market Estimates
. Summary in press releas

Main page for EPA reports on pesticide use i
here
Selective herbicides control specific weed species while leaving the desired
crop A crop is a plant that can be grown and harvested extensively for profit or subsistence. In other words, a crop is a plant or plant product that is grown for a specific purpose such as food, Fiber, fibre, or fuel. When plants of the same spe ...
relatively unharmed, while non-selective herbicides (sometimes called "total weed killers") kill plants indiscriminately. The combined effects of herbicides, nitrogen fertilizer, and improved cultivars has increased yields (per acre) of major crops by three to six times from 1900 to 2000. In the United States in 2012, about 91% of all herbicide usage, was determined by weight applied, in agriculture. In 2012, world pesticide expenditures totaled nearly US$24.7
billion Billion is a word for a large number, and it has two distinct definitions: * 1,000,000,000, i.e. one thousand million, or (ten to the ninth power), as defined on the short scale. This is now the most common sense of the word in all varieties of ...
; herbicides were about 44% of those sales and constituted the biggest portion, followed by
insecticide Insecticides are pesticides used to kill insects. They include ovicides and larvicides used against insect eggs and larvae, respectively. The major use of insecticides is in agriculture, but they are also used in home and garden settings, i ...
s,
fungicide Fungicides are pesticides used to kill parasitic fungi or their spores. Fungi can cause serious damage in agriculture, resulting in losses of yield and quality. Fungicides are used both in agriculture and to fight fungal infections in animals, ...
s, and
fumigants Fumigation is a method of pest control or the removal of harmful microorganisms by completely filling an area with gaseous pesticides, or fumigants, to asphyxia, suffocate or poison the pest (organism), pests within. It is used to control pests ...
. Herbicide is also used in forestry, where certain formulations have been found to suppress
hardwood Hardwood is wood from Flowering plant, angiosperm trees. These are usually found in broad-leaved temperate and tropical forests. In temperate and boreal ecosystem, boreal latitudes they are mostly deciduous, but in tropics and subtropics mostl ...
varieties in favor of
conifers Conifers () are a group of cone-bearing seed plants, a subset of gymnosperms. Scientifically, they make up the division Pinophyta (), also known as Coniferophyta () or Coniferae. The division contains a single extant class, Pinopsida. All e ...
after
clearcutting Clearcutting, clearfelling or clearcut logging is a forestry/logging practice in which most or all trees in an area are uniformly cut down. Along with Shelterwood cutting, shelterwood and Seed tree, seed tree harvests, it is used by foresters t ...
, as well as pasture systems.


History

Prior to the widespread use of herbicides, cultural controls, such as altering
soil pH Soil pH is a measure of the acidity or basicity (alkalinity) of a soil. Soil pH is a key characteristic that can be used to make informative analysis both qualitative and quantitatively regarding soil characteristics. pH is defined as the neg ...
, salinity, or fertility levels, were used to control weeds. Mechanical control including
tillage Tillage is the agriculture, agricultural preparation of soil by mechanical wikt:agitation#Noun, agitation of various types, such as digging, stirring, and overturning. Examples of manual labour, human-powered tilling methods using hand tools inc ...
and flooding were also used to control weeds. In the late 19th and early 20th centuries, inorganic chemicals such as
sulfuric acid Sulfuric acid (American spelling and the preferred IUPAC name) or sulphuric acid (English in the Commonwealth of Nations, Commonwealth spelling), known in antiquity as oil of vitriol, is a mineral acid composed of the elements sulfur, oxygen, ...
, arsenic, copper salts,
kerosene Kerosene, or paraffin, is a combustibility, combustible hydrocarbon liquid which is derived from petroleum. It is widely used as a fuel in Aviation fuel, aviation as well as households. Its name derives from the Greek (''kērós'') meaning " ...
and
sodium chlorate Sodium chlorate is an inorganic compound with the chemical formula Na ClO3. It is a white crystalline powder that is readily soluble in water. It is hygroscopic. It decomposes above 300 °C to release oxygen and leaves sodium chloride. Sever ...
were used to control weeds, but these chemicals were either toxic, flammable or corrosive and were expensive and ineffective at controlling weeds.


First herbicides

The major breakthroughs occurred during the
Second World War World War II or the Second World War (1 September 1939 – 2 September 1945) was a World war, global conflict between two coalitions: the Allies of World War II, Allies and the Axis powers. World War II by country, Nearly all of the wo ...
as the result of research conducted independently in the United Kingdom and the United States into the potential use of herbicides in war. The compound
2,4-D 2,4-Dichlorophenoxyacetic acid is an organic compound with the chemical formula . It is usually referred to by its ISO common name 2,4-D. It is a systemic herbicide that kills most broadleaf weeds by causing uncontrolled growth, but most gra ...
was first synthesized by
W. G. Templeman W. may refer to: * SoHo (Australian TV channel) (previously W.), an Australian pay television channel * ''W.'' (film), a 2008 American biographical drama film based on the life of George W. Bush * "W.", the fifth track from Codeine's 1992 EP ''Bar ...
at
Imperial Chemical Industries Imperial Chemical Industries (ICI) was a British Chemical industry, chemical company. It was, for much of its history, the largest manufacturer in Britain. Its headquarters were at Millbank in London. ICI was listed on the London Stock Exchange ...
. In 1940, his work with
indoleacetic acid Indole-3-acetic acid (IAA, 3-IAA) is the most common naturally occurring plant hormone of the auxin class. It is the best known of the auxins, and has been the subject of extensive studies by plant physiologists. IAA is a derivative of indole, con ...
and naphthaleneacetic acid indicated that "growth substances applied appropriately would kill certain broad-leaved weeds in cereals without harming the crops," though these substances were too expensive and too short-lived in soil due to degradation by
microorganisms A microorganism, or microbe, is an organism of microscopic size, which may exist in its single-celled form or as a colony of cells. The possible existence of unseen microbial life was suspected from antiquity, with an early attestation in ...
to be of practical agricultural use; by 1941, his team succeeded in synthesizing a wide range of chemicals to achieve the same effect at lower cost and better efficacy, including 2,4-D. In the same year, R. Pokorny in the US achieved this as well. Independently, a team under
Juda Hirsch Quastel Juda Hirsch Quastel, (October 2, 1899 – October 15, 1987) was a British-Canadian biochemist who pioneered diverse research in neurochemistry, soil metabolism, cellular metabolism, and cancer. Biography Quastel, also known as "Harry" or ...
, working at the
Rothamsted Experimental Station Rothamsted Research, previously known as the Rothamsted Experimental Station and then the Institute of Arable Crops Research, is one of the oldest agricultural research institutions in the world, having been founded in 1843. It is located at Harp ...
made the same discovery. Quastel was tasked by the
Agricultural Research Council The Agricultural and Food Research Council (AFRC) was a British Research Council responsible for funding and managing scientific and technological developments in farming and horticulture. History The AFRC was formed in 1983 from its predecessor ...
(ARC) to discover methods for improving crop yield. By analyzing soil as a dynamic system, rather than an inert substance, he was able to apply techniques such as
perfusion Perfusion is the passage of fluid through the circulatory system or lymphatic system to an organ (anatomy), organ or a tissue (biology), tissue, usually referring to the delivery of blood to a capillary bed in tissue. Perfusion may also refer t ...
. Quastel was able to quantify the influence of various
plant hormone Plant hormones (or phytohormones) are signal molecules, produced within plants, that occur in extremely low concentrations. Plant hormones control all aspects of plant growth and development, including embryogenesis, the regulation of Organ (anat ...
s, inhibitors, and other chemicals on the activity of microorganisms in the soil and assess their direct impact on
plant growth Important structures in plant development are buds, Shoot (botany), shoots, roots, leaf, leaves, and flowers; plants produce these tissues and structures throughout their life from meristems located at the tips of organs, or between mature tissues. ...
. While the full work of the unit remained secret, certain discoveries were developed for commercial use after the war, including the 2,4-D compound. When 2,4-D was commercially released in 1946, it became the first successful selective herbicide, triggering a worldwide revolution in agricultural output. It allowed for greatly enhanced weed control in
wheat Wheat is a group of wild and crop domestication, domesticated Poaceae, grasses of the genus ''Triticum'' (). They are Agriculture, cultivated for their cereal grains, which are staple foods around the world. Well-known Taxonomy of wheat, whe ...
,
maize Maize (; ''Zea mays''), also known as corn in North American English, is a tall stout grass that produces cereal grain. It was domesticated by indigenous peoples in southern Mexico about 9,000 years ago from wild teosinte. Native American ...
(corn),
rice Rice is a cereal grain and in its Domestication, domesticated form is the staple food of over half of the world's population, particularly in Asia and Africa. Rice is the seed of the grass species ''Oryza sativa'' (Asian rice)—or, much l ...
, and similar
cereal A cereal is a grass cultivated for its edible grain. Cereals are the world's largest crops, and are therefore staple foods. They include rice, wheat, rye, oats, barley, millet, and maize ( Corn). Edible grains from other plant families, ...
grass crops, because it kills dicots (broadleaf plants), but not most
monocots Monocotyledons (), commonly referred to as monocots, ( Lilianae '' sensu'' Chase & Reveal) are flowering plants whose seeds contain only one embryonic leaf, or cotyledon. A monocot taxon has been in use for several decades, but with various ranks a ...
(grasses). The low cost of 2,4-D has led to continued usage today, and it remains one of the most commonly used herbicides in the world. Like other acid herbicides, current formulations use either an amine salt (often
trimethylamine Trimethylamine (TMA) is an organic compound with the formula N(CH3)3. It is a trimethylated derivative of ammonia. TMA is widely used in industry. At higher concentrations it has an ammonia-like odor, and can cause necrosis of mucous membranes ...
) or one of many
ester In chemistry, an ester is a compound derived from an acid (either organic or inorganic) in which the hydrogen atom (H) of at least one acidic hydroxyl group () of that acid is replaced by an organyl group (R). These compounds contain a distin ...
s of the parent compound.


Further discoveries

The triazine family of herbicides, which includes
atrazine Atrazine ( ) is a Organochlorine compound, chlorinated herbicide of the triazine class. It is used to prevent pre-emergence broadleaf weeds in crops such as maize (corn), soybean and sugarcane and on turf, such as golf courses and residential law ...
, was introduced in the 1950s; they have the current distinction of being the herbicide family of greatest concern regarding
groundwater contamination Groundwater is the water present beneath Earth's surface in rock and soil pore spaces and in the fractures of rock formations. About 30 percent of all readily available fresh water in the world is groundwater. A unit of rock or an unconsolidat ...
. Atrazine does not break down readily (within a few weeks) after being applied to soils of above-neutral pH. Under alkaline soil conditions, atrazine may be carried into the soil profile as far as the water table by soil water following rainfall causing the aforementioned contamination. Atrazine is thus said to have "carryover", a generally undesirable property for herbicides.
Glyphosate Glyphosate (IUPAC name: ''N''-(phosphonomethyl)glycine) is a broad-spectrum systemic herbicide and crop desiccant. It is an organophosphorus compound, specifically a phosphonate, which acts by EPSP inhibitor, inhibiting the plant enzyme 5-en ...
had been first prepared in the 1950s but its herbicidal activity was only recognized in the 1960s. It was marketed as Roundup in 1971. The development of glyphosate-resistant crop plants, it is now used very extensively for selective weed control in growing crops. The pairing of the herbicide with the resistant seed contributed to the consolidation of the seed and chemistry industry in the late 1990s. Many modern herbicides used in agriculture and
gardening Gardening is the process of growing plants for their vegetables, fruits, flowers, herbs, and appearances within a designated space. Gardens fulfill a wide assortment of purposes, notably the production of Aesthetics, aesthetically pleasing area ...
are specifically formulated to degrade within a short period after application.


Terminology

Herbicides can be classified/grouped in various ways; for example, according to their activity, the timing of application, method of application, mechanism of their action, and their chemical structures.


Selectivity

Chemical structure of the herbicide is of primary affecting efficacy. 2,4-D,
mecoprop Mecoprop (also known as methylchlorophenoxypropionic acid and MCPP) is a common general use herbicide found in many household weed killers and "weed-and-feed" type lawn fertilizers. It is primarily used to control broadleaf weeds.dicamba Dicamba (3,6-dichloro-2-methoxybenzoic acid) is a selective systemic herbicide first registered in 1967. Brand names for formulations of this herbicide include Dianat, Banvel, Diablo, Oracle and Vanquish. This chemical compound is a chlorinat ...
control many broadleaf weeds but remain ineffective against turf grasses. Chemical additives influence selectivity.
Surfactant Surfactants are chemical compounds that decrease the surface tension or interfacial tension between two liquids, a liquid and a gas, or a liquid and a solid. The word ''surfactant'' is a Blend word, blend of "surface-active agent", coined in ...
s alter the physical properties of the spray solution and the overall phytotoxicity of the herbicide, increasing translocation.
Herbicide safener Herbicide safeners are organic compounds used to enhance the effectiveness of herbicides, to make them "safer". They minimize the effect of the herbicide on crop plants, thereby improving selectivity between crop plants vs. weed species being target ...
s enhance the selectivity by boosting herbicide resistance by the crop but allowing the herbicide to damage the weed. Selectivity is determined by the circumstances and technique of application. Climatic factors affect absorption including
humidity Humidity is the concentration of water vapor present in the air. Water vapor, the gaseous state of water, is generally invisible to the human eye. Humidity indicates the likelihood for precipitation (meteorology), precipitation, dew, or fog t ...
, light, precipitation, and temperature. Foliage-applied herbicides will enter the leaf more readily at high humidity by lengthening the drying time of the spray droplet and increasing cuticle hydration. Light of high intensity may break down some herbicides and cause the leaf cuticle to thicken, which can interfere with absorption. Precipitation may wash away or remove some foliage-applied herbicides, but it will increase root absorption of soil-applied herbicides. Drought-stressed plants are less likely to translocate herbicides. As temperature increases, herbicides' performance may decrease. Absorption and translocation may be reduced in very cold weather.


Non-selective herbicides

Non-selective herbicides, generally known as
defoliant A defoliant is any herbicidal chemical sprayed or dusted on plants to cause their leaves to fall off. Defoliants are widely used for the selective removal of weeds in managing croplands and lawns. Worldwide use of defoliants, along with the d ...
s, are used to clear industrial sites, waste grounds, railways, and railway embankments.
Paraquat Paraquat ( trivial name; ), or ''N'',''N''′-dimethyl-4,4′-bipyridinium dichloride (systematic name), also known as methyl viologen, is a toxic organic compound with the chemical formula C6H7N)2l2. It is classified as a viologen, a family o ...
,
glufosinate Glufosinate (also known as phosphinothricin and often sold as an ammonium salt) is a naturally occurring broad-spectrum herbicide produced by several species of ''Streptomyces'' soil bacteria. Glufosinate is a non-selective, contact herbicide, w ...
, and glyphosate are non-selective herbicides.


Timing of application

* Preplant: Preplant herbicides are nonselective herbicides applied to the soil before planting. Some preplant herbicides may be mechanically incorporated into the soil. The objective for incorporation is to prevent dissipation through
photodecomposition Photodissociation, photolysis, photodecomposition, or photofragmentation is a chemical reaction in which molecules of a chemical compound are broken down by absorption of light or photons. It is defined as the interaction of one or more photons wi ...
and/or volatility. The herbicides kill weeds as they grow through the herbicide-treated zone. Volatile herbicides have to be incorporated into the soil before planting the pasture. Crops grown in soil treated with a preplant herbicide include tomatoes, corn, soybeans, and strawberries. Soil fumigants like metam-sodium and
dazomet Dazomet is a common soil fumigant that acts as a herbicide, fungicide, slimicide, and nematicide. Applications Dazomet is a chemical used to kill pests that inhibit plant growth through gaseous degradation. Dazomet is used as a soil sterilant ...
are in use as preplant herbicides. * Preemergence: Preemergence herbicides are applied before the weed seedlings emerge through the soil surface. Herbicides do not prevent weeds from germinating but they kill weeds as they grow through the herbicide-treated zone by affecting the cell division in the emerging seedling.
Dithiopyr Dithiopyr is a preemergent herbicide for crabgrass control in turf and ornamental grasses. It is effective on 45 grassy and broadleaf weeds. Dithiopyr inhibits root growth of susceptible weeds as well as turf grass and thus should be used only ...
and
pendimethalin Pendimethalin is an herbicide of the dinitroaniline class p.328 used premergently and postemergently to control annual grasses and certain broadleaf weeds. It inhibits cell division and cell elongation. Pendimethalin is a K1-group (in Australia ...
are preemergence herbicides. Weeds that have already emerged before application or activation are not affected by pre-herbicides as their primary growing point escapes the treatment. * Postemergence: These herbicides are applied after weed seedlings have emerged through the soil surface. They can be foliar or root absorbed, selective or nonselective, and contact or systemic. Application of these herbicides is avoided during rain since being washed off the soil makes it ineffective. 2,4-D is a selective, systemic, foliar-absorbed postemergence herbicide.


Method of application

* Soil applied: Herbicides applied to the soil are usually taken up by the root or shoot of the emerging seedlings and are used as preplant or preemergence treatment. Several factors influence the effectiveness of soil-applied herbicides. Weeds absorb herbicides by both passive and active mechanisms. Herbicide adsorption to soil
colloid A colloid is a mixture in which one substance consisting of microscopically dispersed insoluble particles is suspended throughout another substance. Some definitions specify that the particles must be dispersed in a liquid, while others exte ...
s or organic matter often reduces the amount available for weed absorption. Positioning of the herbicide in the correct layer of soil is very important, which can be achieved mechanically and by rainfall. Herbicides on the soil surface are subjected to several processes that reduce their availability. Volatility and
photolysis Photodissociation, photolysis, photodecomposition, or photofragmentation is a chemical reaction in which molecules of a chemical compound are broken down by absorption of light or photons. It is defined as the interaction of one or more photons wi ...
are two common processes that reduce the availability of herbicides. Many soil-applied herbicides are absorbed through plant shoots while they are still underground leading to their death or injury. EPTC and
trifluralin Trifluralin is a common pre-emergent selective herbicide, a dinitroaniline. With about used in the United States in 2001, and in 2012, it is one of the most widely used herbicides. Trifluralin is also used in Australia, New Zealand, Brazil an ...
are soil-applied herbicides. * Foliar applied: These are applied to a portion of the plant above the ground and are absorbed by exposed tissues. These are generally postemergence herbicides and can either be translocated (systemic) throughout the plant or remain at a specific site (contact). External barriers of plants like
cuticles A cuticle (), or cuticula, is any of a variety of tough but flexible, non-mineral outer coverings of an organism, or parts of an organism, that provide protection. Various types of "cuticle" are non- homologous, differing in their origin, structu ...
, waxes,
cell walls A cell wall is a structural layer that surrounds some cell types, found immediately outside the cell membrane. It can be tough, flexible, and sometimes rigid. Primarily, it provides the cell with structural support, shape, protection, and functi ...
etc. affect herbicide absorption and action. Glyphosate, 2,4-D, and dicamba are foliar-applied herbicides.


Persistence

An herbicide is described as having low residual activity if it is neutralized within a short time of application (within a few weeks or months) – typically this is due to rainfall, or reactions in the soil. A herbicide described as having high residual activity will remain potent for the long term in the soil. For some compounds, the residual activity can leave the ground almost permanently barren.


Mechanism of action

Herbicides interfere with the biochemical machinery that supports plant growth. Herbicides often mimic natural
plant hormone Plant hormones (or phytohormones) are signal molecules, produced within plants, that occur in extremely low concentrations. Plant hormones control all aspects of plant growth and development, including embryogenesis, the regulation of Organ (anat ...
s, enzyme substrates, and cofactors. They interfere with the metabolism in the target plants. Herbicides are often classified according to their site of action because as a general rule, herbicides within the same site of action class produce similar symptoms on susceptible plants. Classification based on the site of action of the herbicide is preferable as herbicide resistance management can be handled more effectively. Classification by
mechanism of action In pharmacology, the term mechanism of action (MOA) refers to the specific biochemical Drug interaction, interaction through which a Medication, drug substance produces its pharmacological effect. A mechanism of action usually includes mention o ...
(MOA) indicates the first enzyme, protein, or biochemical step affected in the plant following application: * ACCase inhibitors: Acetyl coenzyme A carboxylase (ACCase) is part of the first step of lipid synthesis. Thus, ACCase inhibitors affect cell membrane production in the
meristems In cell biology, the meristem is a structure composed of specialized tissue found in plants, consisting of stem cells, known as meristematic cells, which are undifferentiated cells capable of continuous cellular division. These meristematic ce ...
of the grass plant. The ACCases of grasses are sensitive to these herbicides, whereas the ACCases of
dicot The dicotyledons, also known as dicots (or, more rarely, dicotyls), are one of the two groups into which all the flowering plants (angiosperms) were formerly divided. The name refers to one of the typical characteristics of the group: namely, ...
plants are not. * ALS inhibitors:
Acetolactate synthase The acetolactate synthase (ALS) enzyme (also known as acetohydroxy acid or acetohydroxyacid synthase, abbr. AHAS) is a protein found in plants and micro-organisms. ALS catalyzes the first step in the synthesis of the branched-chain amino acids ...
(ALS; also known as acetohydroxyacid synthase, or AHAS) is part of the first step in the synthesis of the branched-chain amino acids (
valine Valine (symbol Val or V) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α- amino group (which is in the protonated −NH3+ form under biological conditions), an α- carboxylic acid group (which is in the deproton ...
,
leucine Leucine (symbol Leu or L) is an essential amino acid that is used in the biosynthesis of proteins. Leucine is an α-amino acid, meaning it contains an α-amino group (which is in the protonated −NH3+ form under biological conditions), an α-Car ...
, and
isoleucine Isoleucine (symbol Ile or I) is an α-amino acid that is used in the biosynthesis of proteins. It contains an α-amino group (which is in the protonated −NH form under biological conditions), an α-carboxylic acid group (which is in the depro ...
). These herbicides slowly starve affected plants of these
amino acid Amino acids are organic compounds that contain both amino and carboxylic acid functional groups. Although over 500 amino acids exist in nature, by far the most important are the 22 α-amino acids incorporated into proteins. Only these 22 a ...
s, which eventually leads to the inhibition of
DNA synthesis DNA synthesis is the natural or artificial creation of deoxyribonucleic acid (DNA) molecules. DNA is a macromolecule made up of nucleotide units, which are linked by covalent bonds and hydrogen bonds, in a repeating structure. DNA synthesis occu ...
. They affect grasses and dicots alike. The ALS inhibitor family includes various
sulfonylureas Sulfonylureas or sulphonylureas are a class of organic compounds used in medicine and agriculture. The functional group consists of a sulfonyl group (-S(=O)2) with its sulphur atom bonded to a nitrogen atom of a ureylene group (N,N-dehydrourea, ...
(SUs) (such as flazasulfuron and
metsulfuron-methyl Metsulfuron-methyl is an organic compound classified as a sulfonylurea herbicide, which kills broadleaf weeds and some annual grasses. It is a systemic compound with foliar and soil activity, that inhibits cell division in shoots and root ...
),
imidazolinone Imidazolinones or imidazolones are a family of heterocyclic compounds, the parents of which have the formula OC(NH)2(CH)2. Two isomers are possible, depending on the location of the carbonyl (CO) group. The NH groups are nonadjacent. A common r ...
s (IMIs), triazolopyrimidines (TPs), pyrimidinyl oxybenzoates (POBs), and sulfonylamino carbonyl triazolinones (SCTs). The ALS biological pathway exists only in plants and microorganisms (but not animals), thus making the ALS-inhibitors among the safest herbicides. * EPSPS inhibitors: Enolpyruvylshikimate 3-phosphate synthase enzyme (EPSPS) is used in the synthesis of the amino acids
tryptophan Tryptophan (symbol Trp or W) is an α-amino acid that is used in the biosynthesis of proteins. Tryptophan contains an α-amino group, an α-carboxylic acid group, and a side chain indole, making it a polar molecule with a non-polar aromat ...
,
phenylalanine Phenylalanine (symbol Phe or F) is an essential α-amino acid with the chemical formula, formula . It can be viewed as a benzyl group substituent, substituted for the methyl group of alanine, or a phenyl group in place of a terminal hydrogen of ...
and
tyrosine -Tyrosine or tyrosine (symbol Tyr or Y) or 4-hydroxyphenylalanine is one of the 20 standard amino acids that are used by cells to synthesize proteins. It is a conditionally essential amino acid with a polar side group. The word "tyrosine" is ...
. They affect grasses and dicots alike.
Glyphosate Glyphosate (IUPAC name: ''N''-(phosphonomethyl)glycine) is a broad-spectrum systemic herbicide and crop desiccant. It is an organophosphorus compound, specifically a phosphonate, which acts by EPSP inhibitor, inhibiting the plant enzyme 5-en ...
(Roundup) is a systemic EPSPS inhibitor inactivated by soil contact. *
Auxin Auxins (plural of auxin ) are a class of plant hormones (or plant-growth regulators) with some morphogen-like characteristics. Auxins play a cardinal role in coordination of many growth and behavioral processes in plant life cycles and are essent ...
-like herbicides: The discovery of synthetic auxins inaugurated the era of organic herbicides. They were discovered in the 1940s after a long study of the plant growth regulator auxin. Synthetic auxins mimic this plant hormone in some way. They have several points of action on the cell membrane, and are effective in the control of dicot plants.
2,4-D 2,4-Dichlorophenoxyacetic acid is an organic compound with the chemical formula . It is usually referred to by its ISO common name 2,4-D. It is a systemic herbicide that kills most broadleaf weeds by causing uncontrolled growth, but most gra ...
,
2,4,5-T 2,4,5-Trichlorophenoxyacetic acid (also known as 2,4,5-T), a synthetic auxin, is a chlorophenoxy acetic acid herbicide used to defoliate broad-leafed plants. It was developed in the late 1940s, synthesized by reaction of 2,4,5-trichlorophenol ...
, and
Aminopyralid Aminopyralid is a selective herbicide used for control of broadleaf weeds, especially thistles and clovers. It is in the picolinic acid family of herbicides, which also includes clopyralid, picloram, triclopyr, and several less common herbicides. ...
are examples of synthetic auxin herbicides. *
Photosystem II Photosystem II (or water-plastoquinone oxidoreductase) is the first protein complex in the light-dependent reactions of oxygenic photosynthesis. It is located in the thylakoid membrane of plants, algae, and cyanobacteria. Within the photosystem ...
inhibitors reduce electron flow from water to NADP+ at the photochemical step in
photosynthesis Photosynthesis ( ) is a system of biological processes by which photosynthetic organisms, such as most plants, algae, and cyanobacteria, convert light energy, typically from sunlight, into the chemical energy necessary to fuel their metabo ...
. They bind to the Qb site on the
D1 protein Photosynthetic reaction centre proteins are main protein components of photosynthetic reaction centres (RCs) of bacteria and plants. They are transmembrane proteins embedded in the chloroplast thylakoid or bacterial cell membrane. Plants, algae, ...
, and prevent quinone from binding to this site. Therefore, this group of compounds causes electrons to accumulate on
chlorophyll Chlorophyll is any of several related green pigments found in cyanobacteria and in the chloroplasts of algae and plants. Its name is derived from the Greek words (, "pale green") and (, "leaf"). Chlorophyll allows plants to absorb energy ...
molecules. As a consequence,
oxidation Redox ( , , reduction–oxidation or oxidation–reduction) is a type of chemical reaction in which the oxidation states of the reactants change. Oxidation is the loss of electrons or an increase in the oxidation state, while reduction is ...
reactions in excess of those normally tolerated by the cell occur, killing the plant. The
triazine Triazines are a class of nitrogen-containing heterocycles. The parent molecules' molecular formula is . They exist in three isomeric forms, 1,3,5-triazines being common. Structure The triazines have planar six-membered benzene-like ring but ...
herbicides (including
simazine Simazine is an herbicide of the triazine class. The compound is used to control broad-leaved weeds and annual grasses. Preparation Simazine may be prepared from cyanuric chloride and a concentrated solution of ethyl amine (at least 50 p ...
, cyanazine,
atrazine Atrazine ( ) is a Organochlorine compound, chlorinated herbicide of the triazine class. It is used to prevent pre-emergence broadleaf weeds in crops such as maize (corn), soybean and sugarcane and on turf, such as golf courses and residential law ...
) and urea derivatives (
diuron DCMU (3-(3,4-dichlorophenyl)-1,1-dimethylurea) is an algicide and herbicide of the aryl urea class that inhibits photosynthesis. It was introduced by Bayer in 1954 under the trade name of Diuron. History In 1952, chemists at E. I. du Pont de Ne ...
) are photosystem II inhibitors. Other members of this class are chlorbromuron, pyrazon, isoproturon,
bromacil Bromacil is an organic compound with the chemical formula C9H13BrN2O2, commercially available as a herbicide. Bromacil was first registered as a pesticide in the U.S. in 1961,United States Environmental Protection Agency. "Bromacil". 1996, p.1-11. ...
, and terbacil. * Photosystem I inhibitors steal electrons from
ferredoxin Ferredoxins (from Latin ''ferrum'': iron + redox, often abbreviated "fd") are iron–sulfur proteins that mediate electron transfer in a range of metabolic reactions. The term "ferredoxin" was coined by D.C. Wharton of the DuPont Co. and applied t ...
s, specifically the normal pathway through
FeS Fez () or Fes (; ) is a city in northern inland Morocco and the capital of the Fez-Meknes administrative region. It is one of the largest cities in Morocco, with a population of 1.256 million, according to the 2024 census. Located to the nort ...
to Fdx to NADP+, leading to direct discharge of electrons on oxygen. As a result,
reactive oxygen species In chemistry and biology, reactive oxygen species (ROS) are highly Reactivity (chemistry), reactive chemicals formed from diatomic oxygen (), water, and hydrogen peroxide. Some prominent ROS are hydroperoxide (H2O2), superoxide (O2−), hydroxyl ...
are produced and oxidation reactions in excess of those normally tolerated by the cell occur, leading to plant death. Bipyridinium herbicides (such as
diquat Diquat is the International Organization for Standardization, ISO trivial name, common name for an Ion#Anions and cations, organic dication that, as a Salt (chemistry), salt with counterions such as bromide or chloride is used as a contact herbicid ...
and
paraquat Paraquat ( trivial name; ), or ''N'',''N''′-dimethyl-4,4′-bipyridinium dichloride (systematic name), also known as methyl viologen, is a toxic organic compound with the chemical formula C6H7N)2l2. It is classified as a viologen, a family o ...
) inhibit the FeS to Fdx step of that chain, while
diphenyl ether Diphenyl ether is the organic compound with the formula ( C6 H5)2 O. It is a colorless, low-melting solid. This compound, the simplest diaryl ether, has a variety of niche applications. Synthesis and reactions Diphenyl ether was discovered by ...
herbicides (such as nitrofen, nitrofluorfen, and acifluorfen) inhibit the Fdx to NADP+ step. * HPPD inhibitors inhibit
4-hydroxyphenylpyruvate dioxygenase 4-Hydroxyphenylpyruvate dioxygenase (HPPD), also known as α-ketoisocaproate dioxygenase (KIC dioxygenase), is an Fe(II)-containing non-heme oxygenase that catalyzes the second reaction in the catabolism of tyrosine - the conversion of 4- ...
, which are involved in
tyrosine -Tyrosine or tyrosine (symbol Tyr or Y) or 4-hydroxyphenylalanine is one of the 20 standard amino acids that are used by cells to synthesize proteins. It is a conditionally essential amino acid with a polar side group. The word "tyrosine" is ...
breakdown. Tyrosine breakdown products are used by plants to make
carotenoids Carotenoids () are yellow, orange, and red organic compound, organic pigments that are produced by plants and algae, as well as several bacteria, archaea, and Fungus, fungi. Carotenoids give the characteristic color to pumpkins, carrots, parsnips ...
, which protect chlorophyll in plants from being destroyed by sunlight. If this happens, the plants turn white due to complete loss of chlorophyll, and the plants die.
Mesotrione Mesotrione is a herbicide, selective herbicide used mainly in maize crops and has also been shown to have weak insecticidal properties. It is a synthetic compound inspired by the natural substance leptospermone found in the bottlebrush tree ''Cal ...
and sulcotrione are herbicides in this class; a drug,
nitisinone Nitisinone, sold under the brand name Orfadin and Nityr among others, is a pharmaceutical drug, medication used to slow the effects of Tyrosinemia#Types, hereditary tyrosinemia type 1 (HT-1). It is available as a generic medication. Medical use ...
, was discovered in the course of developing this class of herbicides. Complementary to mechanism-based classifications, herbicides are often classified according to their chemical structures or motifs. Similar structural types work in similar ways. For example, aryloxyphenoxypropionates herbicides (
diclofop Phenoxy herbicides (or "phenoxies") are two families of chemicals that have been developed as commercially important herbicides, widely used in agriculture. They share the part structure of phenoxyacetic acid. Auxins The first group to be discove ...
chlorazifop Phenoxy herbicides (or "phenoxies") are two families of chemicals that have been developed as commercially important herbicides, widely used in agriculture. They share the part structure of phenoxyacetic acid. Auxins The first group to be discove ...
,
fluazifop Fluazifop is the trivial name, common name used by the International Organization for Standardization, ISO for an organic compound that is used as a selective herbicide. The active ingredient is the 2R enantiomer at its chiral centre and this mate ...
) appear to all act as ACCase inhibitors. The so-called cyclohexanedione herbicides, which are used against grasses, include the following commercial products cycloxydim,
clethodim Clethodim is an organic compound. A member of the cyclohexanedione family of herbicide Herbicides (, ), also commonly known as weed killers, are substances used to control undesired plants, also known as weeds.EPA. February 201Pesticides Indu ...
, tralkoxydim,
butroxydim Butroxydim is a chemical used as a herbicide. It is a group A herbicide used to kill grass weeds in a range of broadacre crops. Structurally related herbicides against grasses are alloxydim, sethoxydim, clethodim, and cycloxydim. Butroxydim's ...
,
sethoxydim Sethoxydim is a postemergent herbicide for control of grass weeds in a wide variety of horticultural crops. p. 5. Sethoxydim is sold under brand names including , Torpedo, Ultima, Vantage, Conclude, and Rezult. It is manufactured by BASF, TopP ...
, profoxydim, and
mesotrione Mesotrione is a herbicide, selective herbicide used mainly in maize crops and has also been shown to have weak insecticidal properties. It is a synthetic compound inspired by the natural substance leptospermone found in the bottlebrush tree ''Cal ...
. Knowing about herbicide chemical family grouping serves as a short-term strategy for managing resistance to site of action. The phenoxyacetic acid mimic the natural
auxin Auxins (plural of auxin ) are a class of plant hormones (or plant-growth regulators) with some morphogen-like characteristics. Auxins play a cardinal role in coordination of many growth and behavioral processes in plant life cycles and are essent ...
indoleacetic acid Indole-3-acetic acid (IAA, 3-IAA) is the most common naturally occurring plant hormone of the auxin class. It is the best known of the auxins, and has been the subject of extensive studies by plant physiologists. IAA is a derivative of indole, con ...
(IAA). This family includes
MCPA MCPA (2-methyl-4-chlorophenoxyacetic acid) is a widely used phenoxy herbicide introduced in 1945. It selectively controls broad-leaf weeds in pasture and Cereal, cereal crops. The mode of action of MCPA is as an auxin, which are growth hormones t ...
,
2,4-D 2,4-Dichlorophenoxyacetic acid is an organic compound with the chemical formula . It is usually referred to by its ISO common name 2,4-D. It is a systemic herbicide that kills most broadleaf weeds by causing uncontrolled growth, but most gra ...
, and
2,4,5-T 2,4,5-Trichlorophenoxyacetic acid (also known as 2,4,5-T), a synthetic auxin, is a chlorophenoxy acetic acid herbicide used to defoliate broad-leafed plants. It was developed in the late 1940s, synthesized by reaction of 2,4,5-trichlorophenol ...
,
picloram Picloram is a systemic herbicide used for general woody plant control. It also controls a wide range of broad-leaved weeds, but most grasses are resistant.
,
dicamba Dicamba (3,6-dichloro-2-methoxybenzoic acid) is a selective systemic herbicide first registered in 1967. Brand names for formulations of this herbicide include Dianat, Banvel, Diablo, Oracle and Vanquish. This chemical compound is a chlorinat ...
,
clopyralid Clopyralid (3,6-dichloro-2-pyridinecarboxylic acid) is a selective herbicide used for control of broadleaf weeds, especially thistles and clovers. Clopyralid is in the picolinic acid family of herbicides, which also includes aminopyralid, picl ...
, and
triclopyr Triclopyr (3,5,6-trichloro-2-pyridinyloxyacetic acid) is an organic compound in the pyridine group that is used as a systemic foliar herbicide and fungicide. History Triclopyr triethylammonium (TEA) was first registered in 1979 in the United ...
.


WSSA and HRAC classification

Using the Weed Science Society of America (WSSA) and herbicide Resistance and World Grains (HRAC) systems, herbicides are classified by mode of action. Eventually the Herbicide Resistance Action Committee (HRAC) and the
Weed Science Society of America The Weed Science Society of America (WSSA) is a nonprofit, learned society focused on weed science. It was founded in 1956. The organization promotes research, education, and extension outreach, provides science-based information to the public a ...
(WSSA) developed a classification system. Groups in the WSSA and the HRAC systems are designated by numbers and letters, inform users awareness of herbicide mode of action and provide more accurate recommendations for resistance management.


Use and application

Most herbicides are applied as water-based sprays using ground equipment. Ground equipment varies in design, but large areas can be sprayed using self-propelled
sprayer A sprayer is a device used to spray a liquid, where sprayers are commonly used for projection of water, weed killers, crop performance materials, pest maintenance chemicals, as well as manufacturing and production line ingredients. In agricult ...
s equipped with long booms, of with spray nozzles spaced every apart. Towed, handheld, and even horse-drawn sprayers are also used. On large areas, herbicides may also at times be applied aerially using helicopters or airplanes, or through
irrigation Irrigation (also referred to as watering of plants) is the practice of applying controlled amounts of water to land to help grow crops, landscape plants, and lawns. Irrigation has been a key aspect of agriculture for over 5,000 years and has bee ...
systems (known as
chemigation Fertigation is the injection of fertilizers, used for soil amendments, water amendments and other water-soluble products into an irrigation Irrigation (also referred to as watering of plants) is the practice of applying controlled amounts of ...
). Weed-wiping may also be used, where a wick wetted with herbicide is suspended from a boom and dragged or rolled across the tops of the taller weed plants. This allows treatment of taller grassland weeds by direct contact without affecting related but desirable shorter plants in the
grassland A grassland is an area where the vegetation is dominance (ecology), dominated by grasses (Poaceae). However, sedge (Cyperaceae) and rush (Juncaceae) can also be found along with variable proportions of legumes such as clover, and other Herbaceo ...
sward beneath. The method has the benefit of avoiding spray drift. In
Wales Wales ( ) is a Countries of the United Kingdom, country that is part of the United Kingdom. It is bordered by the Irish Sea to the north and west, England to the England–Wales border, east, the Bristol Channel to the south, and the Celtic ...
, a scheme offering free weed-wiper hire was launched in 2015 in an effort to reduce the levels of
MCPA MCPA (2-methyl-4-chlorophenoxyacetic acid) is a widely used phenoxy herbicide introduced in 1945. It selectively controls broad-leaf weeds in pasture and Cereal, cereal crops. The mode of action of MCPA is as an auxin, which are growth hormones t ...
in water courses. There is little difference in
forestry Forestry is the science and craft of creating, managing, planting, using, conserving and repairing forests and woodlands for associated resources for human and Natural environment, environmental benefits. Forestry is practiced in plantations and ...
in the early growth stages, when the height similarities between growing trees and growing annual crops yields a similar problem with weed competition. Unlike with annuals however, application is mostly unnecessary thereafter and is thus mostly used to decrease the delay between productive economic cycles of lumber crops.


Misuse and misapplication

Herbicide volatilisation or spray drift may result in herbicide affecting neighboring fields or plants, particularly in windy conditions. Sometimes, the wrong field or plants may be sprayed due to error.


Use politically, militarily, and in conflict

Although herbicidal warfare uses
chemical substance A chemical substance is a unique form of matter with constant chemical composition and characteristic properties. Chemical substances may take the form of a single element or chemical compounds. If two or more chemical substances can be com ...
s, its main purpose is to disrupt agricultural food production or to destroy plants which provide cover or concealment to the enemy. During the
Malayan Emergency The Malayan Emergency, also known as the Anti–British National Liberation War, was a guerrilla warfare, guerrilla war fought in Federation of Malaya, Malaya between communist pro-independence fighters of the Malayan National Liberation Arm ...
,
British Commonwealth The Commonwealth of Nations, often referred to as the British Commonwealth or simply the Commonwealth, is an international association of 56 member states, the vast majority of which are former territories of the British Empire The B ...
forces deployed herbicides and
defoliant A defoliant is any herbicidal chemical sprayed or dusted on plants to cause their leaves to fall off. Defoliants are widely used for the selective removal of weeds in managing croplands and lawns. Worldwide use of defoliants, along with the d ...
s in the Malaysian countryside in order to deprive
Malayan National Liberation Army The Malayan National Liberation Army (MNLA) was a Communist guerrilla army that fought for Malayan independence from the British Empire during the Malayan Emergency (1948–1960) and later fought against the Malaysian government in the Commun ...
(MNLA) insurgents of cover, potential sources of food and to flush them out of the jungle. Deployment of herbicides and defoliants served the dual purpose of thinning jungle trails to prevent ambushes and destroying crop fields in regions where the MNLA was active to deprive them of potential sources of food. As part of this process, herbicides and defoliants were also sprayed from
Royal Air Force The Royal Air Force (RAF) is the Air force, air and space force of the United Kingdom, British Overseas Territories and Crown Dependencies. It was formed towards the end of the World War I, First World War on 1 April 1918, on the merger of t ...
aircraft. The use of herbicides as a chemical weapon by the
U.S. military The United States Armed Forces are the military forces of the United States. U.S. federal law names six armed forces: the Army, Marine Corps, Navy, Air Force, Space Force, and the Coast Guard. Since 1949, all of the armed forces, except th ...
during the
Vietnam War The Vietnam War (1 November 1955 – 30 April 1975) was an armed conflict in Vietnam, Laos, and Cambodia fought between North Vietnam (Democratic Republic of Vietnam) and South Vietnam (Republic of Vietnam) and their allies. North Vietnam w ...
has left tangible, long-term impacts upon the Vietnamese people and U.S soldiers that handled the chemicals. More than 20% of South Vietnam's forests and 3.2% of its cultivated land were sprayed at least once between during the war.Lewy, Guenter (1978), ''America in Vietnam'', New York: Oxford University Press, pp. 263 The government of Vietnam says that up to four million people in
Vietnam Vietnam, officially the Socialist Republic of Vietnam (SRV), is a country at the eastern edge of mainland Southeast Asia, with an area of about and a population of over 100 million, making it the world's List of countries and depende ...
were exposed to the defoliant, and as many as three million people have suffered illness because of Agent Orange, while the Viet Nam Red Cross Society estimates that up to one million people were disabled or have health problems as a result of exposure to Agent Orange. The United States government has described these figures as unreliable.


Health and environmental effects


Human health

Many questions exist about herbicides' health and environmental effects, because of the many kinds of herbicide and the myriad potential targets, mostly unintended. For example, a 1995 panel of 13 scientists reviewing studies on the
carcinogenicity A carcinogen () is any agent that promotes the development of cancer. Carcinogens can include synthetic chemicals, naturally occurring substances, physical agents such as ionizing and non-ionizing radiation, and Biological agent, biologic agent ...
of
2,4-D 2,4-Dichlorophenoxyacetic acid is an organic compound with the chemical formula . It is usually referred to by its ISO common name 2,4-D. It is a systemic herbicide that kills most broadleaf weeds by causing uncontrolled growth, but most gra ...
had divided opinions on the likelihood 2,4-D causes
cancer Cancer is a group of diseases involving Cell growth#Disorders, abnormal cell growth with the potential to Invasion (cancer), invade or Metastasis, spread to other parts of the body. These contrast with benign tumors, which do not spread. Po ...
in humans. , studies on
phenoxy herbicide Phenoxy herbicides (or "phenoxies") are two families of chemicals that have been developed as commercially important herbicides, widely used in agriculture. They share the part structure of phenoxyacetic acid. Auxins The first group to be discove ...
s were too few to accurately assess the risk of many types of cancer from these herbicides, even although evidence was stronger that exposure to these herbicides is associated with increased risk of
soft tissue sarcoma A soft-tissue sarcoma (STS) is a malignant tumor, a type of cancer, that develops in soft tissue. A soft-tissue sarcoma is often a painless mass that grows slowly over months or years. They may be superficial or deep-seated. Any such unexplained ...
and
non-Hodgkin lymphoma Non-Hodgkin lymphoma (NHL), also known as non-Hodgkin's lymphoma, is a group of blood cancers that includes all types of lymphomas except Hodgkin lymphomas. Symptoms include enlarged lymph nodes, fever, night sweats, weight loss, and tiredn ...
. Toxicity Herbicides have widely variable
toxicity Toxicity is the degree to which a chemical substance or a particular mixture of substances can damage an organism. Toxicity can refer to the effect on a whole organism, such as an animal, bacteria, bacterium, or plant, as well as the effect o ...
.
Acute toxicity Acute toxicity describes the adverse effects of a substance that result either from a single exposure or from multiple exposures in a short period of time (usually less than 24 hours). To be described as ''acute'' toxicity, the adverse effect ...
, short term exposure effects, and
chronic toxicity Chronic toxicity, the development of adverse effects as a result of long term exposure to a contaminant or other stressor, is an important aspect of aquatic toxicology. Adverse effects associated with chronic toxicity can be directly lethal but ar ...
, from long term environmental or occupational exposure. Much public suspicion of herbicides confuses valid statements of ''acute'' toxicity with equally valid statements of lack of ''chronic'' toxicity at the recommended levels of usage. For instance, while glyphosate formulations with tallowamine ''adjuvants'' are acutely toxic, their use was found to be uncorrelated with any health issues like cancer in a massive US Department of Health study on 90,000 members of farmer families for over a period of 23 years. That is, the study shows lack of chronic toxicity, but cannot question the herbicide's acute toxicity. Health effects Some herbicides cause a range of health effects ranging from skin rashes to death. The pathway of attack can arise from intentional or unintentional direct consumption, improper application resulting in the herbicide coming into direct contact with people or wildlife, inhalation of aerial sprays, or food consumption prior to the labelled preharvest interval. Under some conditions, certain herbicides can be transported via leaching or
surface runoff Surface runoff (also known as overland flow or terrestrial runoff) is the unconfined flow of water over the ground surface, in contrast to ''channel runoff'' (or ''stream flow''). It occurs when excess rainwater, stormwater, meltwater, or other ...
to contaminate groundwater or distant surface water sources. Generally, the conditions that promote herbicide transport include intense storm events (particularly shortly after application) and soils with limited capacity to
adsorb Adsorption is the adhesion of atoms, ions or molecules from a gas, liquid or dissolved solid to a surface. This process creates a film of the ''adsorbate'' on the surface of the ''adsorbent''. This process differs from absorption, in which ...
or retain the herbicides. Herbicide properties that increase likelihood of transport include persistence (resistance to degradation) and high water solubility. Contamination Cases have been reported where
Phenoxy herbicides Phenoxy herbicides (or "phenoxies") are two families of chemicals that have been developed as commercially important herbicides, widely used in agriculture. They share the part structure of phenoxyacetic acid. Auxins The first group to be discove ...
are contaminated with
dioxins Dioxins and dioxin-like compounds (DLCs) are a group of chemical compounds that are persistent organic pollutants (POPs) in the environment. They are mostly by-products of burning or various industrial processes or, in the case of dioxin-like PC ...
such as
TCDD TCDD may refer to: * Turkish State Railways (Türkiye Cumhuriyeti Devlet Demiryolları), the national railway carrier of Turkey ** TCDD Taşımacılık, a Turkish transport company responsible for railway operations * 2,3,7,8-Tetrachlorodibenzodiox ...
; research has suggested such contamination results in a small rise in cancer risk after occupational exposure to these herbicides.
Triazine Triazines are a class of nitrogen-containing heterocycles. The parent molecules' molecular formula is . They exist in three isomeric forms, 1,3,5-triazines being common. Structure The triazines have planar six-membered benzene-like ring but ...
exposure has been implicated in a likely relationship to increased risk of
breast cancer Breast cancer is a cancer that develops from breast tissue. Signs of breast cancer may include a Breast lump, lump in the breast, a change in breast shape, dimpling of the skin, Milk-rejection sign, milk rejection, fluid coming from the nipp ...
, although a
causal Causality is an influence by which one Event (philosophy), event, process, state, or Object (philosophy), object (''a'' ''cause'') contributes to the production of another event, process, state, or object (an ''effect'') where the cause is at l ...
relationship remains unclear. False claims Herbicide manufacturers have at times made false or misleading claims about the safety of their products. Chemical manufacturer
Monsanto Company The Monsanto Company () was an American agrochemical and agricultural biotechnology corporation founded in 1901 and headquartered in Creve Coeur, Missouri. Monsanto's best-known product is Roundup, a glyphosate-based herbicide, developed in ...
agreed to change its advertising after pressure from New York attorney general
Dennis Vacco Dennis C. Vacco (born August 16, 1952) is an American lawyer and Republican Party politician. He graduated with a B.A. from Colgate University in 1974, a J.D. from the University at Buffalo Law School in 1978, and was admitted to the New Yor ...
; Vacco complained about misleading claims that its spray-on glyphosate-based herbicides, including Roundup, were safer than table salt and "practically non-toxic" to mammals, birds, and fish (though proof that this was ever said is hard to find). Roundup is toxic and has resulted in
death Death is the end of life; the irreversible cessation of all biological functions that sustain a living organism. Death eventually and inevitably occurs in all organisms. The remains of a former organism normally begin to decompose sh ...
after being ingested in quantities ranging from 85 to 200 ml, although it has also been ingested in quantities as large as 500 ml with only mild or moderate symptoms. The manufacturer of Tordon 101 (
Dow AgroSciences Dow AgroSciences Limited liability company, LLC was a wholly owned subsidiary of the Dow Chemical Company specializing in not only agricultural chemicals such as pesticides, but also seeds and biotechnology solutions. The company was based in ...
, owned by the
Dow Chemical Company The Dow Chemical Company is an American multinational corporation headquartered in Midland, Michigan, United States. The company was among the three largest chemical producers in the world in 2021. It is the operating subsidiary of Dow Inc., ...
) has claimed Tordon 101 has no effects on animals and insects, in spite of evidence of strong carcinogenic activity of the active ingredient,
picloram Picloram is a systemic herbicide used for general woody plant control. It also controls a wide range of broad-leaved weeds, but most grasses are resistant.
, in studies on rats.


Ecological effects

Herbicide use generally has negative impacts on many aspects of the environment. Insects, non-targeted plants, animals, and aquatic systems subject to serious damage from herbicides. Impacts are highly variable.
Bioaccumulation Bioaccumulation is the gradual accumulation of substances, such as pesticides or other chemicals, in an organism. Bioaccumulation occurs when an organism absorbs a substance faster than it can be lost or eliminated by catabolism and excretion. T ...
is a concern, both in terrestrial and aquatic environments, and is heavily dependent on both the kind of herbicide and the conditions. For example, fish in dark aquariums bioaccumulated 14 times more
trifluralin Trifluralin is a common pre-emergent selective herbicide, a dinitroaniline. With about used in the United States in 2001, and in 2012, it is one of the most widely used herbicides. Trifluralin is also used in Australia, New Zealand, Brazil an ...
than fish kept in well lit aquariums in a 1977 study.


Aquatic life

Atrazine Atrazine ( ) is a Organochlorine compound, chlorinated herbicide of the triazine class. It is used to prevent pre-emergence broadleaf weeds in crops such as maize (corn), soybean and sugarcane and on turf, such as golf courses and residential law ...
and
2,4-dichlorophenoxyacetic acid 2,4-Dichlorophenoxyacetic acid is an organic compound with the chemical formula . It is usually referred to by its ISO common name 2,4-D. It is a systemic herbicide that kills most broadleaf weeds by causing uncontrolled growth, but most gra ...
have often been blamed for affecting reproductive behavior of aquatic life. A review in 2008 found that the data do not support this assertion in regards to atrazine, but later works find these herbicides as having a detrimental effect on aquatic plant, invertebrate, and vertebrate life, as well as disrupting
microbial communities Microbial population biology is the application of the principles of population biology to microorganisms. Distinguishing from other biological disciplines Microbial population biology, in practice, is the application of population ecology and popu ...
in soil.


Bird populations

Bird populations are one of many indicators of herbicide damage. Most observed effects are due not to toxicity, but to habitat changes and the decreases in abundance of species on which birds rely for food or shelter. Herbicide use in
silviculture Silviculture is the practice of controlling the growth, composition/structure, as well as quality of forests to meet values and needs, specifically timber production. The name comes from the Latin ('forest') and ('growing'). The study of forests ...
, used to favor certain types of growth following
clearcutting Clearcutting, clearfelling or clearcut logging is a forestry/logging practice in which most or all trees in an area are uniformly cut down. Along with Shelterwood cutting, shelterwood and Seed tree, seed tree harvests, it is used by foresters t ...
, can cause significant drops in bird populations. Even when herbicides which have low toxicity to birds are used, they decrease the abundance of many types of vegetation on which the birds rely. Herbicide use in agriculture in the UK has been linked to a decline in seed-eating bird species which rely on the weeds killed by the herbicides. Heavy use of herbicides in
neotropical The Neotropical realm is one of the eight biogeographic realms constituting Earth's land surface. Physically, it includes the tropical terrestrial ecoregions of the Americas and the entire South American temperate zone. Definition In biogeogra ...
agricultural areas has been one of many factors implicated in limiting the usefulness of such agricultural land for wintering migratory birds.


Resistance

One major complication to the use of herbicides for weed control is the ability of plants to evolve herbicide resistance, rendering the herbicides ineffective against target plants. Out of 31 known herbicide modes of action, weeds have evolved resistance to 21. 268 plant species are known to have evolved herbicide resistance at least once. Herbicide resistance was first observed in 1957, and since has evolved repeatedly in weed species from 30 families across the globe. Weed resistance to herbicides has become a major concern in crop production worldwide. Resistance to herbicides is often attributed to overuse as well as the strong evolutionary pressure on the affected weeds. Three agricultural practices account for the evolutionary pressure upon weeds to evolve resistance:
monoculture In agriculture, monoculture is the practice of growing one crop species in a field at a time. Monocultures increase ease and efficiency in planting, managing, and harvesting crops short-term, often with the help of machinery. However, monocultur ...
, neglecting non-herbicide weed control practices, and reliance on one herbicide for weed control. To minimize resistance, rotational programs of herbicide application, where herbicides with multiple modes of action are used, have been widely promoted. In particular,
glyphosate resistance Glyphosate (IUPAC name: ''N''-(phosphonomethyl)glycine) is a broad-spectrum systemic herbicide and crop desiccant. It is an organophosphorus compound, specifically a phosphonate, which acts by inhibiting the plant enzyme 5-enolpyruvylshikim ...
evolved rapidly in part because when
glyphosate Glyphosate (IUPAC name: ''N''-(phosphonomethyl)glycine) is a broad-spectrum systemic herbicide and crop desiccant. It is an organophosphorus compound, specifically a phosphonate, which acts by EPSP inhibitor, inhibiting the plant enzyme 5-en ...
use first began, it was continuously and heavily relied upon for weed control. This caused incredibly strong selective pressure upon weeds, encouraging mutations conferring glyphosate resistance to persist and spread. However, in 2015, an expansive study showed an increase in herbicide resistance as a result of rotation, and instead recommended mixing multiple herbicides for simultaneous application. As of 2023, the effectiveness of combining herbicides is also questioned, particularly in light of the rise of non-target site resistance. Plants developed resistance to
atrazine Atrazine ( ) is a Organochlorine compound, chlorinated herbicide of the triazine class. It is used to prevent pre-emergence broadleaf weeds in crops such as maize (corn), soybean and sugarcane and on turf, such as golf courses and residential law ...
and to
ALS-inhibitor The acetolactate synthase (ALS) enzyme (also known as acetohydroxy acid or acetohydroxyacid synthase, abbr. AHAS) is a protein found in plants and micro-organisms. ALS catalyzes the first step in the synthesis of the branched-chain amino acids ( ...
s relatively early, but more recently, glyphosate resistance has dramatically risen. Marestail is one weed that has developed glyphosate resistance. Glyphosate-resistant weeds are present in the vast majority of soybean, cotton and corn farms in some U.S. states. Weeds that can resist multiple other herbicides are spreading. Few new herbicides are near commercialization, and none with a molecular mode of action for which there is no resistance. Because most herbicides could not kill all weeds, farmers rotate crops and herbicides to stop the development of resistant weeds. A 2008–2009 survey of 144 populations of waterhemp in 41 Missouri counties revealed glyphosate resistance in 69%. Weeds from some 500 sites throughout Iowa in 2011 and 2012 revealed glyphosate resistance in approximately 64% of waterhemp samples. As of 2023, 58 weed species have developed glyphosate resistance. Weeds resistant to multiple herbicides with completely different biological action modes are on the rise. In Missouri, 43% of waterhemp samples were resistant to two different herbicides; 6% resisted three; and 0.5% resisted four. In Iowa 89% of waterhemp samples resist two or more herbicides, 25% resist three, and 10% resist five. As of 2023, Palmer amaranth with resistance to six different herbicide modes of action has emerged. Annual bluegrass collected from a golf course in the U.S. state of Tennessee was found in 2020 to be resistant to seven herbicides at once. Rigid ryegrass and annual bluegrass share the distinction of the species with confirmed resistance to the largest number of herbicide modes of action, both with confirmed resistance to 12 different modes of action; however, this number references how many forms of herbicide resistance are known to have emerged in the species at some point, not how many have been found simultaneously in a single plant. In 2015,
Monsanto The Monsanto Company () was an American agrochemical and agricultural biotechnology corporation founded in 1901 and headquartered in Creve Coeur, Missouri. Monsanto's best-known product is Roundup, a glyphosate-based herbicide, developed ...
released crop seed varieties resistant to both dicamba and glyphosate, allowing for use of a greater variety of herbicides on fields without harming the crops. By 2020, five years after the release of dicamba-resistant seed, the first example of dicamba-resistant Palmer amaranth was found in one location.


Evolutionary insights

When mutations occur in the genes responsible for the biological mechanisms that herbicides interfere with, these mutations may cause the herbicide mode of action to work less effectively. This is called target-site resistance. Specific mutations that have the most helpful effect for the plant have been shown to occur in separate instances and dominate throughout resistant weed populations. This is an example of
convergent evolution Convergent evolution is the independent evolution of similar features in species of different periods or epochs in time. Convergent evolution creates analogous structures that have similar form or function but were not present in the last comm ...
. Some mutations conferring herbicide resistance may have fitness costs, reducing the plant's ability to survive in other ways, but over time, the least costly mutations tend to dominate in weed populations. Recently, incidences of non-target site resistance have increasingly emerged, such as examples where plants are capable of producing enzymes that neutralize herbicides before they can enter the plant's cells – metabolic resistance. This form of resistance is particularly challenging, since plants can develop non-target-site resistance to herbicides their ancestors were never directly exposed to.


Biochemistry of resistance

Resistance to herbicides can be based on one of the following biochemical mechanisms: * Target-site resistance: In target-site resistance, the genetic change that causes the resistance directly alters the chemical mechanism the herbicide targets. The mutation may relate to an enzyme with a crucial function in a metabolic pathway, or to a component of an electron-transport system. For example, ALS-resistant weeds developed by genetic mutations leading to an altered enzyme. Such changes render the herbicide impotent. Target-site resistance may also be caused by an over-expression of the target enzyme (via
gene amplification Gene amplification refers to a number of natural and artificial processes by which the number of copies of a gene is increased "without a proportional increase in other genes". Artificial DNA amplification In research or diagnosis DNA amplificati ...
or changes in a
gene promoter In genetics, a promoter is a sequence of DNA to which proteins bind to initiate transcription (genetics), transcription of a single RNA transcript from the DNA downstream of the promoter. The RNA transcript may encode a protein (mRNA), or can hav ...
). A related mechanism is that an adaptable enzyme such as
cytochrome P450 Cytochromes P450 (P450s or CYPs) are a Protein superfamily, superfamily of enzymes containing heme as a cofactor (biochemistry), cofactor that mostly, but not exclusively, function as monooxygenases. However, they are not omnipresent; for examp ...
is redesigned to neutralize the pesticide itself. * Non-target-site resistance: In non-target-site resistance, the genetic change giving resistance is not directly related to the target site, but causes the plant to be less susceptible by some other means. Some mechanisms include metabolic detoxification of the herbicide in the weed, reduced uptake and translocation, sequestration of the herbicide, or reduced penetration of the herbicide into the leaf surface. These mechanisms all cause less of the herbicide's active ingredient to reach the target site in the first place. The following terms are also used to describe cases where plants are resistant to multiple herbicides at once: * Cross-resistance: In this case, a single resistance mechanism causes resistance to several herbicides. The term target-site cross-resistance is used when the herbicides bind to the same target site, whereas non-target-site cross-resistance is due to a single non-target-site mechanism (e.g., enhanced metabolic detoxification) that entails resistance across herbicides with different sites of action. * Multiple resistance: In this situation, two or more resistance mechanisms are present within individual plants, or within a plant population.


Resistance management

Due to
herbicide resistance Herbicides (, ), also commonly known as weed killers, are substances used to control undesired plants, also known as weeds.EPA. February 201Pesticides Industry. Sales and Usage 2006 and 2007: Market Estimates. Summary in press releasMain page f ...
– a major concern in
agriculture Agriculture encompasses crop and livestock production, aquaculture, and forestry for food and non-food products. Agriculture was a key factor in the rise of sedentary human civilization, whereby farming of domesticated species created ...
– a number of products combine herbicides with different means of action.
Integrated pest management Integrated pest management (IPM), also known as integrated pest control (IPC) integrates both chemical and non-chemical practices for economic control of pests. The UN's Food and Agriculture Organization defines IPM as "the careful consideratio ...
may use herbicides alongside other pest control methods. Integrated weed management (IWM) approach utilizes several tactics to combat weeds and forestall resistance. This approach relies less on herbicides and so
selection pressure Evolutionary pressure, selective pressure or selection pressure is exerted by factors that reduce or increase reproductive success in a portion of a population, driving natural selection. It is a quantitative description of the amount of change oc ...
should be reduced. By relying on diverse weed control methods, including non-herbicide methods of weed control, the selection pressure on weeds to evolve resistance can be lowered. Researchers warn that if herbicide resistance is combatted only with more herbicides, "evolution will most likely win." In 2017, the USEPA issued a revised Pesticide Registration Notice (PRN 2017-1), which provides guidance to pesticide registrants on required pesticide resistance management labeling. This requirement applies to all conventional pesticides and is meant to provide end-users with guidance on managing pesticide resistance. An example of a fully executed label compliant with the USEPA resistance management labeling guidance can be seen on the specimen label for the herbicide, cloransulam-methyl, updated in 2022. Optimising herbicide input to the economic threshold level should avoid the unnecessary use of herbicides and reduce selection pressure. Herbicides should be used to their greatest potential by ensuring that the timing, dose, application method, soil and climatic conditions are optimal for good activity. In the UK, partially resistant grass weeds such as ''
Alopecurus myosuroides ''Alopecurus myosuroides'' is an Annual plant, annual Poaceae, grass, native to Eurasia, found in moist meadows, Deciduous, deciduous forests, and on cultivated and waste land. It is also known as slender meadow foxtail, black-grass, twitch grass ...
'' (blackgrass) and
Avena ''Avena'' is a genus of Eurasian and African plants in the grass family. Collectively known as the oats, they include some species which have been cultivated for thousands of years as a food source for humans and livestock. They are widesprea ...
genus (wild oat) can often be controlled adequately when herbicides are applied at the 2-3 leaf stage, whereas later applications at the 2-3 tiller stage can fail badly. Patch spraying, or applying herbicide to only the badly infested areas of fields, is another means of reducing total herbicide use.


Approaches to treating resistant weeds


Alternative herbicides

When resistance is first suspected or confirmed, the efficacy of alternatives is likely to be the first consideration. If there is resistance to a single group of herbicides, then the use of herbicides from other groups may provide a simple and effective solution, at least in the short term. For example, many triazine-resistant weeds have been readily controlled by the use of alternative herbicides such as dicamba or glyphosate.


Mixtures and sequences

The use of two or more herbicides which have differing modes of action can reduce the selection for resistant genotypes. Ideally, each component in a mixture should: * Be active at different target sites * Have a high level of efficacy * Be detoxified by different biochemical pathways * Have similar persistence in the soil (if it is a residual herbicide) * Exert negative cross-resistance * Synergise the activity of the other component No mixture is likely to have all these attributes, but the first two listed are the most important. There is a risk that mixtures will select for resistance to both components in the longer term. One practical advantage of sequences of two herbicides compared with mixtures is that a better appraisal of the efficacy of each herbicide component is possible, provided that sufficient time elapses between each application. A disadvantage with sequences is that two separate applications have to be made and it is possible that the later application will be less effective on weeds surviving the first application. If these are resistant, then the second herbicide in the sequence may increase selection for resistant individuals by killing the susceptible plants which were damaged but not killed by the first application, but allowing the larger, less affected, resistant plants to survive. This has been cited as one reason why ALS-resistant ''
Stellaria media ''Stellaria media'', chickweed, is an annual flowering plant in the family Caryophyllaceae. It is native to Eurasia and naturalized throughout the world, where it is a weed of waste ground, farmland and gardens. It is sometimes grown as a salad ...
'' has evolved in Scotland recently (2000), despite the regular use of a sequence incorporating
mecoprop Mecoprop (also known as methylchlorophenoxypropionic acid and MCPP) is a common general use herbicide found in many household weed killers and "weed-and-feed" type lawn fertilizers. It is primarily used to control broadleaf weeds.organic farming Organic farming, also known as organic agriculture or ecological farming or biological farming,Labelling, article 30 o''Regulation (EU) 2018/848 of the European Parliament and of the Council of 30 May 2024 on organic production and labelling of ...
. Few natural herbicides rival the effectiveness of synthetics. Some plants also produce their own herbicides, such as the genus ''
Juglans Walnut trees are any species of tree in the plant genus ''Juglans'', the type genus of the family (biology), family Juglandaceae, the seeds of which are referred to as walnuts. All species are deciduous trees, tall, with pinnate leaves , with ...
'' (
walnut A walnut is the edible seed of any tree of the genus '' Juglans'' (family Juglandaceae), particularly the Persian or English walnut, '' Juglans regia''. They are accessory fruit because the outer covering of the fruit is technically an i ...
s), or the
tree of heaven ''Ailanthus altissima'' ( ), commonly known as tree of heaven or ailanthus tree, is a deciduous tree in the quassia family. It is native to northeast and central China, and Taiwan. Unlike other members of the genus ''Ailanthus'', it is found ...
; such actions of natural herbicides, and other related chemical interactions, is called
allelopathy Allelopathy is a biological phenomenon by which an organism produces one or more biochemicals that influence the germination, growth, survival, and reproduction of other organisms. These biochemicals are known as allelochemicals and can have ben ...
. The applicability of these agents is unclear.


Farming practices and resistance: a case study

Herbicide resistance became a critical problem in
Australia Australia, officially the Commonwealth of Australia, is a country comprising mainland Australia, the mainland of the Australia (continent), Australian continent, the island of Tasmania and list of islands of Australia, numerous smaller isl ...
n agriculture after many Australian sheep farmers began to exclusively grow wheat in their pastures in the 1970s. Introduced varieties of
ryegrass ''Lolium'' is a genus of tufted grasses in the bluegrass subfamily (Pooideae). It is often called ryegrass, but this term is sometimes used to refer to grasses in other genera. They are characterized by bunch-like growth habits. ''Lolium'' ...
, while good for grazing sheep, compete intensely with wheat. Ryegrasses produce so many seeds that, if left unchecked, they can completely choke a field. Herbicides provided excellent control, reducing soil disruption because of less need to plough. Within little more than a decade, ryegrass and other weeds began to develop resistance. In response Australian farmers changed methods. By 1983, patches of ryegrass had become immune to Hoegrass ( diclofop-methyl), a family of herbicides that inhibit an enzyme called acetyl coenzyme A carboxylase. Ryegrass populations were large and had substantial genetic diversity because farmers had planted many varieties. Ryegrass is cross-pollinated by wind, so genes shuffle frequently. To control its distribution, farmers sprayed inexpensive Hoegrass, creating
selection pressure Evolutionary pressure, selective pressure or selection pressure is exerted by factors that reduce or increase reproductive success in a portion of a population, driving natural selection. It is a quantitative description of the amount of change oc ...
. In addition, farmers sometimes diluted the herbicide to save money, which allowed some plants to survive application. Farmers turned to a group of herbicides that block
acetolactate synthase The acetolactate synthase (ALS) enzyme (also known as acetohydroxy acid or acetohydroxyacid synthase, abbr. AHAS) is a protein found in plants and micro-organisms. ALS catalyzes the first step in the synthesis of the branched-chain amino acids ...
when resistance appeared. Once again, ryegrass in Australia evolved a kind of "cross-resistance" that allowed it to break down various herbicides rapidly. Four classes of herbicides become ineffective within a few years. In 2013, only two herbicide classes called
Photosystem II Photosystem II (or water-plastoquinone oxidoreductase) is the first protein complex in the light-dependent reactions of oxygenic photosynthesis. It is located in the thylakoid membrane of plants, algae, and cyanobacteria. Within the photosystem ...
and
long-chain fatty acid In chemistry, in particular in biochemistry, a fatty acid is a carboxylic acid with an aliphatic chain, which is either saturated and unsaturated compounds#Organic chemistry, saturated or unsaturated. Most naturally occurring fatty acids have an ...
inhibitors, were effective against ryegrass.


See also

*
Bioherbicide Bioherbicides are herbicides consisting of phytotoxins, pathogens, and other microbes used as biological weed control. Bioherbicides may be compounds and secondary metabolites derived from microbes such as fungi, bacteria or protozoa; or phytotox ...
*
Environmental impact assessment Environmental impact assessment (EIA) is the assessment of the environmental impact, environmental consequences of a plan, policy, program, or actual projects prior to the decision to move forward with the proposed action. In this context, the te ...
*
HRAC classification The Herbicide Resistance Action Committee (HRAC) classifies herbicides by their mode of action (MoA) to provide a uniform way for farmers and growers to identify the agents they use and better manage pesticide resistance around the world. It is r ...
*
Index of pesticide articles This is an index of articles relating to pesticides. 0–9 A B C D E F G H I J K L M N P Q R S T U V W, X, Y, Z See also * List of fungicides * List of herbicides * List of insecticides {{Horticu ...
*
Integrated pest management Integrated pest management (IPM), also known as integrated pest control (IPC) integrates both chemical and non-chemical practices for economic control of pests. The UN's Food and Agriculture Organization defines IPM as "the careful consideratio ...
* List of environmental health hazards *
Preemergent herbicide Preemergent herbicides are a form of chemical weed control which prevent germinated weed seedlings from becoming established. In some areas of the world, they are used to prevent crabgrass from appearing in lawns. Preemergent herbicides are appl ...
*
Soil contamination Soil contamination, soil pollution, or land pollution as a part of land degradation is caused by the presence of xenobiotic (human-made) chemicals or other alteration in the natural soil environment. It is typically caused by industrial activit ...
*
Surface runoff Surface runoff (also known as overland flow or terrestrial runoff) is the unconfined flow of water over the ground surface, in contrast to ''channel runoff'' (or ''stream flow''). It occurs when excess rainwater, stormwater, meltwater, or other ...
*
Weed A weed is a plant considered undesirable in a particular situation, growing where it conflicts with human preferences, needs, or goals.Harlan, J. R., & deWet, J. M. (1965). Some thoughts about weeds. ''Economic botany'', ''19''(1), 16-24. Pla ...
*
Weed control Weed control is a type of pest control, which attempts to stop or reduce growth of weeds, especially noxious weeds, with the aim of reducing their competition with desired flora and fauna including domesticated plants and livestock, and in natu ...
*
Defoliant A defoliant is any herbicidal chemical sprayed or dusted on plants to cause their leaves to fall off. Defoliants are widely used for the selective removal of weeds in managing croplands and lawns. Worldwide use of defoliants, along with the d ...


References


Further reading

* ''A Brief History of On-track Weed Control in the N.S.W. SRA during the Steam Era'' Longworth, Jim
Australian Railway Historical Society Bulletin ''Australian Railway History'' is a monthly magazine covering railway history in Australia, published by the New South Wales Division of the Australian Railway Historical Society on behalf of its state and territory Divisions. History and pro ...
, April, 1996 pp99–116


External links

;General Information
National Pesticide Information Center
Information about pesticide-related topics
National Agricultural Statistics Service
;Regulatory policy
US EPA

UK Pesticides Safety Directorate



pmra
Pest Management Regulatory Agency The Pest Management Regulatory Agency (PMRA) is the Canadian government agency responsible for the regulation of pest control products in Canada under the federal authority of the '' Pest Control Products Act'' and Regulations. The agency is a bra ...
of Canada {{Authority control Pesticides Soil contamination Lawn care Toxicology Biocides Chemical anti-agriculture weapons