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Cyclopropanes
Cyclopropanes are a family of organic compounds containing the cyclopropyl group. The parent is cyclopropane (). Synthesis and reactions Most cyclopropanes are not prepared from the parent cyclopropane, which is somewhat inert. Instead, yclopropyl groups are often prepared by cyclization of 1,3-difunctional alkanes. An example of the former, cyclopropyl cyanide is prepared by the reaction of 4- chlorobutyronitrile with a strong base. Phenylcyclopropane is produced analogously from the 1,3-dibromide. A second major route to cyclopropanes entails addition of methylene (or its substituted derivatives) to an alkene, a process called cyclopropanation. Substituted cyclopropanes undergo the reactions associated with the cyclopropyl ring or the substituents. Vinylcyclopropanes are a special case as they undergo vinylcyclopropane rearrangement. Simple substituted cyclopropanes * Chlorocyclopropane * Cyclopropane carboxylic acid * Cyclopropyl amine * Cyclopropyl cyanide * Cycloprop ...
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Cyclopropanation
In organic chemistry, cyclopropanation refers to any chemical process which generates cyclopropane () Ring (chemistry), rings. It is an important process in modern chemistry as many useful compounds bear this motif; for example pyrethroid insecticides and a number of quinolone antibiotics (ciprofloxacin, sparfloxacin, etc.). However, the high ring strain present in cyclopropanes makes them challenging to produce and generally requires the use of highly Reactivity (chemistry), reactive species, such as carbenes, ylids and carbanions. Many of the reactions proceed in a cheletropic reaction, cheletropic manner. Approaches From alkenes using carbenoid reagents Several methods exist for converting alkenes to cyclopropane rings using carbene type reagents. As carbenes themselves are highly reactive it is common for them to be used in a stabilised form, referred to as a carbenoid. Simmons–Smith reaction In the Simmons–Smith reaction the reactive carbenoid is iodomethylzinc iodide, ...
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Cyclopropane
Cyclopropane is the cycloalkane with the molecular formula (CH2)3, consisting of three methylene groups (CH2) linked to each other to form a triangular ring. The small size of the ring creates substantial ring strain in the structure. Cyclopropane itself is mainly of theoretical interest but many of its derivatives - cyclopropanes - are of commercial or biological significance. Cyclopropane was used as a clinical inhalational anesthetic from the 1930s through the 1980s. The substance's high flammability poses a risk of fire and explosions in operating rooms due to its tendency to accumulate in confined spaces, as its density is higher than that of air. History Cyclopropane was discovered in 1881 by August Freund, who also proposed the correct structure for the substance in his first paper. Freund treated 1,3-Dibromopropane, 1,3-dibromopropane with sodium, causing an intramolecular Wurtz reaction leading directly to cyclopropane. The yield of the reaction was improved by Gustavson ...
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Cyclopropane Carboxylic Acid
Cyclopropane carboxylic acid is the organic compound with the formula . It is the carboxylic acid derivative of cyclopropane. It can be prepared by hydrolysis of cyanocyclopropane, which is obtained by base-induced cyclization of 4-chlorobutyronitrile. Reactions Cyclopropane carboxylic acid has al pKa of 4.65, fairly typical for similar compounds. Esterification is conveniently done with Lewis acid catalysts. The compound has been used to probe the biosynthesis of ethylene Ethylene (IUPAC name: ethene) is a hydrocarbon which has the formula or . It is a colourless, flammable gas with a faint "sweet and musky" odour when pure. It is the simplest alkene (a hydrocarbon with carbon–carbon bond, carbon–carbon doub .... References {{Reflist Carboxylic acids Cyclopropanes ...
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Cyclopropyl Amine
Aminocyclopropane is the organic compound with the formula . It is a simple amine derivative of cyclopropane. As a precursor to pesticides and pharmaceuticals, it is produced on a multi-ton scale from the carboxamide. Cyclopropylamines Many aminocyclopropanes are known, most prominently the amino acid aminocyclopropane-1-carboxylic acid. The cyclopropylamine group is featured in several pharmaceutical drugs: *Simeprevir, used to treat hepatitis C infections *Risdiplam, used to treat spinal muscular atrophy *ciprofloxacin, an antibiotic. Cyclopropylamines can be prepared by the Kulinkovich reaction, by dialkylation of bromonitromethane, and various cyclopropanation In organic chemistry, cyclopropanation refers to any chemical process which generates cyclopropane () Ring (chemistry), rings. It is an important process in modern chemistry as many useful compounds bear this motif; for example pyrethroid insectic ...s.{{cite journal, doi=10.1021/acs.chemrev.0c00166 , title=Selective ...
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Cyclopropane Fatty Acid
Cyclopropane fatty acids (CPA) are a subgroup of fatty acids that contain a cyclopropane group. Although they are usually rare, the seed oil from lychee contains nearly 40% CPAs in the form of triglycerides. Biosynthesis CPAs are derived from unsaturated fatty acids by cyclopropanation. The methylene donor is a methyl group on S-adenosylmethionine (SAM). The conversion is catalyzed by cyclopropane-fatty-acyl-phospholipid synthase. The mechanism is proposed to involve transfer of a CH3+ group from SAM to the alkene, followed by deprotonation of the newly attached methyl group and ring closure. Cyclopropene fatty acids Cycloprop''e''ne fatty acids are even rarer molecules. The best-known examples are malvalic acid and sterculic acid. A triglyceride made of 3 sterculic acid molecules esterified with glycerol is present in ''Sterculia foetida'' seed oil (in amounts greater than 60%) and at low levels in the seed oil of other species of Malvaceae (~12%), cottonseed oil (~1 ...
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1-Aminocyclopropane-1-carboxylic Acid
1-Aminocyclopropane-1-carboxylic acid (ACC) is a disubstituted cyclic α-amino acid in which a cyclopropane ring is fused to the C atom of the amino acid. It is a white solid. Many cyclopropane-substituted amino acids are known, but this one occurs naturally. Like glycine, but unlike most α-amino acids, ACC is not chiral. Biochemistry ACC is the precursor to the plant hormone ethylene. It is synthesized by the enzyme ACC synthase () from methionine and converted to ethylene by ACC oxidase (). ACC also exhibits ethylene-independent signaling that plays a critical role in pollination and seed production by activating proteins similar to those involved in nervous system responses in humans and animals. More specifically, ACC signaling promotes secretion of the pollen tube chemoattractant LURE1.2 in ovular sporophytic tissue thus enhancing pollen tube attraction. Additionally, ACC activates Ca2+-containing ion currents via glutamate receptor-like (GLR) channels in root pro ...
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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, industrial buildings, for vector control, and control of insect parasites of animals and humans. Acaricides, which kill mites and ticks, are not strictly insecticides, but are usually classified together with insecticides. Some insecticides (including common bug sprays) are effective against other non-insect arthropods as well, such as scorpions, spiders, etc. Insecticides are distinct from insect repellents, which repel but do not kill. Sales In 2016 insecticides were estimated to account for 18% of worldwide pesticide sales. Worldwide sales of insecticides in 2018 were estimated as $ 18.4 billion, of which 25% were neonicotinoids, 17% were pyrethroids, 13% were diamides, and the rest were many other classes which sold for less th ...
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Pyrethroid
A pyrethroid is an organic compound similar to the natural pyrethrins, which are produced by the flowers of pyrethrums (''Chrysanthemum cinerariaefolium'' and ''Chrysanthemum coccineum, C. coccineum''). Pyrethroids are used as commercial and household insecticides. In household concentrations pyrethroids are generally harmless to humans. However, pyrethroids are toxic to insects such as bees, dragonflies, mayflies, Horse-fly, gadflies, and some other invertebrates, including those that constitute the base of aquatic and terrestrial food webs. Pyrethroids are toxic to aquatic organisms, especially fish.Pyrethroids fact sheet
from the Illinois Department of Public Health.
They have been shown to be an effective control measure for malaria outbreaks, through indoor applications.


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Ethylene (plant Hormone)
Ethylene (=) is an unsaturated hydrocarbon gas (alkene) acting as a naturally occurring plant hormone. It is the simplest alkene gas and is the first gas known to act as a hormone. It acts at trace levels throughout the life of the plant by stimulating or regulating the ripening of fruit, the opening of flowers, the abscission (or shedding) of leaves and, in aquatic and semi-aquatic species, promoting the 'escape' from submergence by means of rapid elongation of stems or leaves. This escape response is particularly important in rice farming. Commercial fruit-ripening rooms use "catalytic generators" to make ethylene gas from a liquid supply of ethanol. Typically, a gassing level of 500 to 2,000 ppm is used, for 24 to 48 hours. Care must be taken to control carbon dioxide levels in ripening rooms when gassing, as high temperature ripening () has been seen to produce CO2 levels of 10% in 24 hours. History Ethylene has a long history of use in agriculture. Ancient Egyptians would gas ...
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Pharmaceutical Drug
Medication (also called medicament, medicine, pharmaceutical drug, medicinal product, medicinal drug or simply drug) is a drug used to diagnose, cure, treat, or prevent disease. Drug therapy ( pharmacotherapy) is an important part of the medical field and relies on the science of pharmacology for continual advancement and on pharmacy for appropriate management. Drugs are classified in many ways. One of the key divisions is by level of control, which distinguishes prescription drugs (those that a pharmacist dispenses only on the medical prescription) from over-the-counter drugs (those that consumers can order for themselves). Medicines may be classified by mode of action, route of administration, biological system affected, or therapeutic effects. The World Health Organization keeps a list of essential medicines. Drug discovery and drug development are complex and expensive endeavors undertaken by pharmaceutical companies, academic scientists, and governments. As ...
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Biomolecule
A biomolecule or biological molecule is loosely defined as a molecule produced by a living organism and essential to one or more typically biological processes. Biomolecules include large macromolecules such as proteins, carbohydrates, lipids, and nucleic acids, as well as small molecules such as vitamins and hormones. A general name for this class of material is ''biological materials''. Biomolecules are an important element of living organisms. They are often endogeny (biology), endogenous, i.e. produced within the organism, but organisms usually also need exogeny, exogenous biomolecules, for example certain nutrients, to survive. Biomolecules and their organic reaction, reactions are studied in biology and its subfields of biochemistry and molecular biology. Most biomolecules are organic compounds, and just four chemical element, elements—oxygen, carbon, hydrogen, and nitrogen—make up 96% of the human body's mass. But many other elements, such as the various biometal (b ...
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