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P-Menthane-3,8-diol
''p''-Menthane-3,8-diol, also known as ''para''-menthane-3,8-diol, PMD, or menthoglycol, is an organic compound classified as a diol and a terpenoid. It is colorless. Its name reflects the hydrocarbon backbone, which is that of ''p''-menthane. A total of eight stereoisomers are possible, based on the three stereocenters of the ring. Depending on the source, one or more may predominate. Use as insect repellent ''p''-Menthane-3,8-diol is the active ingredient in some insect repellents. Its odor and chemical structure are similar to menthol and has a cooling feel. Its repellent effect was discovered in the 1960s by the industry. There are eight possible stereoisomers of PMD; the exact composition is rarely specified and is commonly assumed to be a complex mixture. PMD is found in small quantities in the essential oil from the leaves of ''Corymbia citriodora'', formerly known as ''Eucalyptus citriodora''. This tree is native to Australia, but is now cultivated in many warm places ...
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Insect Repellents
An insect repellent (also commonly called "bug spray") is a substance applied to skin, clothing, or other surfaces to discourage insects (and arthropods in general) from landing or climbing on that surface. Insect repellents help prevent and control the outbreak of insect-borne (and other arthropod-bourne) diseases such as malaria, Lyme disease, dengue fever, bubonic plague, river blindness, and West Nile fever. Pest animals commonly serving as vectors for disease include insects such as flea, fly, and mosquito; and ticks (arachnids). Some insect repellents are insecticides (bug killers), but most simply discourage insects and send them flying or crawling away. Nearly any would be fatal upon reaching the median lethal dose, but classification as an insecticide implies death even at lower doses. Effectiveness Synthetic repellents tend to be more effective and/or longer lasting than "natural" repellents. For protection against mosquito bites, the U.S. Centers for Disease Con ...
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Insect Repellent
An insect repellent (also commonly called "bug spray") is a substance applied to skin, clothing, or other surfaces to discourage insects (and arthropods in general) from landing or climbing on that surface. Insect repellents help prevent and control the outbreak of insect-borne (and other arthropod-bourne) diseases such as malaria, Lyme disease, dengue fever, bubonic plague, river blindness, and West Nile fever. Pest animals commonly serving as vectors for disease include insects such as flea, fly, and mosquito; and ticks (arachnids). Some insect repellents are insecticides (bug killers), but most simply discourage insects and send them flying or crawling away. Nearly any would be fatal upon reaching the median lethal dose, but classification as an insecticide implies death even at lower doses. Effectiveness Synthetic repellents tend to be more effective and/or longer lasting than "natural" repellents. For protection against mosquito bites, the U.S. Centers for Disease C ...
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Menthol
Menthol is an organic compound, more specifically a monoterpenoid, made synthetically or obtained from the oils of corn mint, peppermint, or other mints. It is a waxy, clear or white crystalline substance, which is solid at room temperature and melts slightly above. The main form of menthol occurring in nature is (−)-menthol, which is assigned the (1''R'',2''S'',5''R'') configuration. Menthol has local anesthetic and counterirritant qualities, and it is widely used to relieve minor throat irritation. Menthol also acts as a weak κ-opioid receptor agonist. Structure Natural menthol exists as one pure stereoisomer, nearly always the (1''R'',2''S'',5''R'') form (bottom left corner of the diagram below). The eight possible stereoisomers are: : In the natural compound, the isopropyl group is in the '' trans'' orientation to both the methyl and hydroxyl groups. Thus, it can be drawn in any of the ways shown: : The (+)- and (−)- enantiomers of menthol are the most stab ...
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DEET
''N'',''N''-Diethyl-''meta''-toluamide, also called DEET () or diethyltoluamide, is the most common active ingredient in insect repellents. It is a slightly yellow oil intended to be applied to the skin or to clothing and provides protection against mosquitoes, flies, ticks, fleas, chiggers, leeches and many biting insects. History DEET was developed in 1944 by Samuel Gertler of the United States Department of Agriculture for use by the United States Army, following its experience of jungle warfare during World War II. It was originally tested as a pesticide on farm fields, and entered military use in 1946 and civilian use in 1957. It was used in Vietnam and Southeast Asia. In its original form, known as "bug juice", the application solution was composed of 75% DEET and 25% ethanol. Later, a new version of the repellent was developed by the U.S. Army and the USDA. This formulation consisted of DEET and a mixture of polymers that extended its release and reduced its evaporat ...
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Organic Compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The study of the properties, reactions, and syntheses of organic compounds comprise the discipline known as organic chemistry. For historical reasons, a few classes of carbon-containing compounds (e.g., carbonate salts and cyanide salts), along with a few other exceptions (e.g., carbon dioxide, hydrogen cyanide), are not classified as organic compounds and are considered inorganic. Other than those just named, little consensus exists among chemists on precisely which carbon-containing compounds are excluded, making any rigorous definition of an organic compound elusive. Although organic compounds make up only a small percentage of Earth's crust, they are of central importance because all known life is based on organic compounds. Li ...
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Biocidal Products Directive
The Biocidal Products Directive (BPD) also known as the Biocides Directive is European Union Directive, (98/8/EC), which concerns biocides. It is officially known as Directive 98/8/EC of the European Parliament and of the Council of 16 February 1998 concerning the placing of biocidal products on the market."Directive 98/8/EC concerning the placing of biocidal products on the market"
European Parliament & Council, 16 February 1998. Retrieved 7 April 2015
In 2013 the Biocidal Products Directive was superseded by The Biocidal Products Regulation (BPR, Regulation (EU) 528/2012).


Definition

Biocide is defined in Article 2(1)(a) as "active substances and preparations containing one or more active substances, put ...
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Diols
A diol is a chemical compound containing two hydroxyl groups ( groups). An aliphatic diol is also called a glycol. This pairing of functional groups is pervasive, and many subcategories have been identified. The most common industrial diol is ethylene glycol. Examples of diols in which the hydroxyl functional groups are more widely separated include 1,4-butanediol and propylene-1,3-diol, or beta propylene glycol, . Synthesis of classes of diols Geminal diols A geminal diol has two hydroxyl groups bonded to the same atom. These species arise by hydration of the carbonyl compounds. The hydration is usually unfavorable, but a notable exception is formaldehyde which, in water, exists in equilibrium with methanediol H2C(OH)2. Another example is (F3C)2C(OH)2, the hydrated form of hexafluoroacetone. Many gem-diols undergo further condensation to give dimeric and oligomeric derivatives. This reaction applies to glyoxal and related aldehydes. Vicinal diols In a vicinal diol, ...
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Monoterpenes
Monoterpenes are a class of terpenes that consist of two isoprene units and have the molecular formula C10H16. Monoterpenes may be linear (acyclic) or contain rings (monocyclic and bicyclic). Modified terpenes, such as those containing oxygen functionality or missing a methyl group, are called monoterpenoids. Monoterpenes and monoterpenoids are diverse. They have relevance to the pharmaceutical, cosmetic, agricultural, and food industries. Biosynthesis Monoterpenes are derived biosynthetically from units of isopentenyl pyrophosphate, which is formed from acetyl-CoA via the intermediacy of mevalonic acid in the HMG-CoA reductase pathway. An alternative, unrelated biosynthesis pathway of IPP is known in some bacterial groups and the plastids of plants, the so-called MEP-(2-methyl-D-erythritol-4-phosphate) pathway, which is initiated from C5 sugars. In both pathways, IPP is isomerized to DMAPP by the enzyme isopentenyl pyrophosphate isomerase. Geranyl pyrophosphate is the precursor ...
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Prins Reaction
The Prins reaction is an organic reaction consisting of an electrophilic addition of an aldehyde or ketone to an alkene or alkyne followed by capture of a nucleophile or elimination of an H+ ion. The outcome of the reaction depends on reaction conditions. With water and a protic acid such as sulfuric acid as the reaction medium and formaldehyde the reaction product is a 1,3-diol (3). When water is absent, the cationic intermediate loses a proton to give an allylic alcohol (4). With an excess of formaldehyde and a low reaction temperature the reaction product is a dioxane (5). When water is replaced by acetic acid the corresponding esters are formed. History The original reactants employed by Dutch chemist in his 1919 publication were styrene (''scheme 2''), pinene, camphene, eugenol, isosafrole and anethole. Hendrik Jacobus Prins discovered two new organic reactions during his doctoral research in the year of 1911-1912. The first one is the addition of polyhalogen compound ...
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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 branch that reports to Parliament through Health Canada. The PMRA is responsible for providing access to pest management tools while minimizing the risks to human health and the environment by “using modern evidence-based scientific approaches to pesticide regulation, in an open and transparent manner”. Their main activity areas include: new product evaluation, post market review and compliance and enforcement. The PMRA works with provincial, territorial and federal departments in Canada to help refine and strengthen pesticide regulation across the country. Outside of Canada, the Agency works closely with international organizations such as the United States Environmental Protection Agency (EPA), the North American Free Trade Agreement ...
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Health And Safety Executive
The Health and Safety Executive (HSE) is a UK government agency responsible for the encouragement, regulation and enforcement of workplace health, safety and welfare, and for research into occupational risks in Great Britain. It is a non-departmental public body of the United Kingdom with its headquarters in Bootle, England. In Northern Ireland, these duties lie with the Health and Safety Executive for Northern Ireland. The HSE was created by the Health and Safety at Work etc. Act 1974, and has since absorbed earlier regulatory bodies such as the Factory Inspectorate and the Railway Inspectorate though the Railway Inspectorate was transferred to the Office of Rail and Road in April 2006. The HSE is sponsored by the Department for Work and Pensions. As part of its work, HSE investigates industrial accidents, small and large, including major incidents such as the explosion and fire at Buncefield in 2005. Though it formerly reported to the Health and Safety Commission, on 1 Apr ...
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Citronellal
Citronellal or rhodinal ( C10 H18 O) is a mono terpenoid aldehyde, the main component in the mixture of terpenoid chemical compounds that give citronella oil its distinctive lemon scent. Citronellal is a main isolate in distilled oils from the plants ''Cymbopogon'' (excepting C. citratus, culinary lemongrass), lemon-scented gum, and lemon-scented teatree. The (''S'')-(−)-enantiomer of citronellal makes up to 80% of the oil from kaffir lime leaves and is the compound responsible for its characteristic aroma. Citronellal has insect repellent properties, and research shows high repellent effectiveness against mosquitoes. Another research shows that citronellal has strong antifungal qualities. Compendial status * British Pharmacopoeia See also * Citral * Citronellol * Citronella oil * Hydroxycitronellal * Perfume allergy Perfume intolerance or perfume allergy is a condition wherein people exhibit sensitivity or allergic reactions to ingredients in some perfumes and some ...
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