Hexachlorocyclohexane
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Hexachlorocyclohexane
Hexachlorocyclohexane (HCH), , is any of several polyhalogenated organic compounds consisting of a six-carbon ring with one chlorine and one hydrogen attached to each carbon. This structure has nine stereoisomers (eight diastereomers, one of which has two enantiomers), which differ by the stereochemistry of the individual chlorine substituents on the cyclohexane. It is sometimes erroneously called " benzene hexachloride" (BHC). They have been used as models for analyzing the effects of different geometric positions of the large atoms with dipolar bonds on the stability of the cyclohexane conformation. The isomers are poisonous, pesticidal, and persistent organic pollutants, to varying degrees. Hexachlorocyclohexane was dimerized to produce mirex, a banned pesticide. Common forms are: * ''alpha''-hexachlorocyclohexane, α-HCH, or α-BHC (CAS RN: ), the optically active isomer * ''beta''-hexachlorocyclohexane, β-HCH, or β-BHC (CAS RN: ) * ''gamma''-hexachlorocyclohexane, Π...
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Beta-Hexachlorocyclohexane
β-Hexachlorocyclohexane (β-HCH) is an organochloride which is one of the isomers of hexachlorocyclohexane (HCH).Toxicological Profile for Alpha-, Beta-, Gamma-, and Delta-Hexachlorocyclohexane
U.S. Department of Health and Human Services, Agency for Toxic Substances and Disease Registry, August 2005
It is a byproduct of the production of the (γ-HCH). It is typically constitutes 5–14% of technical-grade lindane, though it has no ...
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Alpha-Hexachlorocyclohexane
α-Hexachlorocyclohexane (α-HCH) is an organochloride which is one of the isomers of hexachlorocyclohexane (HCH).Toxicological Profile for Alpha-, Beta-, Gamma-, and Delta-Hexachlorocyclohexane
U.S. Department of Health and Human Services, Agency for Toxic Substances and Disease Registry, August 2005
It is a byproduct of the production of the (γ-HCH) and it is typically still contained in commercial grade lindane used as insecticide. Lindane, however, has not been produced or used in the United States for more than 20 years ...
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Persistent Organic Pollutant
Persistent organic pollutants (POPs), sometimes known as "forever chemicals", are organic compounds that are resistant to environmental degradation through chemical, biological, and photolytic processes. They are toxic chemicals that adversely affect human health and the environment around the world. Because they can be transported by wind and water, most POPs generated in one country can and do affect people and wildlife far from where they are used and released. The effect of POPs on human and environmental health was discussed, with intention to eliminate or severely restrict their production, by the international community at the Stockholm Convention on Persistent Organic Pollutants in 2001. Most POPs are pesticides or insecticides, and some are also solvents, pharmaceuticals, and industrial chemicals. Although some POPs arise naturally (e.g. from volcanoes), most are man-made. The "dirty dozen" POPs identified by the Stockholm Convention include aldrin, chlordane, dield ...
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Lindane
Lindane, also known as ''gamma''-hexachlorocyclohexane (γ-HCH), gammaxene, Gammallin and benzene hexachloride (BHC), is an organochlorine chemical and an isomer of hexachlorocyclohexane that has been used both as an agricultural insecticide and as a pharmaceutical treatment for lice and scabies. Lindane is a neurotoxin that interferes with GABA neurotransmitter function by interacting with the GABAA receptor-chloride channel complex at the picrotoxin binding site. In humans, lindane affects the nervous system, liver, and kidneys, and may well be a carcinogen.Agency for Toxic Substances and Disease Registry, U.S. Department of Health and Human Services. Toxicologic profile for alpha-, beta, gamma- and delta-hexachlorocyclohenxane. August 2005. http://www.atsdr.cdc.gov/toxprofiles/tp43.pdf The World Health Organization classifies lindane as "moderately hazardous", and its international trade is restricted and regulated under the Rotterdam Convention on Prior Informed Consent.Wor ...
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Benzene Hexachloride (other)
Benzene hexachloride may refer to: * Hexachlorocyclohexane ** Lindane, its gamma isomer, an insecticide *Hexachlorobenzene Hexachlorobenzene, or perchlorobenzene, is an organochloride with the molecular formula C6Cl6. It is a fungicide formerly used as a seed treatment, especially on wheat to control the fungal disease bunt. It has been banned globally under the Sto ...
, a fungicide {{disambiguation ...
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Benzene
Benzene is an organic chemical compound with the molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar ring with one hydrogen atom attached to each. Because it contains only carbon and hydrogen atoms, benzene is classed as a hydrocarbon. Benzene is a natural constituent of petroleum and is one of the elementary petrochemicals. Due to the cyclic continuous pi bonds between the carbon atoms, benzene is classed as an aromatic hydrocarbon. Benzene is a colorless and highly flammable liquid with a sweet smell, and is partially responsible for the aroma of gasoline. It is used primarily as a precursor to the manufacture of chemicals with more complex structure, such as ethylbenzene and cumene, of which billions of kilograms are produced annually. Although benzene is a major industrial chemical, it finds limited use in consumer items because of its toxicity. History Discovery The word "''benzene''" derives from "''gum benzoin''" (benzoin res ...
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Electrophilic Aromatic Substitution
Electrophilic aromatic substitution is an organic reaction in which an atom that is attached to an aromatic system (usually hydrogen) is replaced by an electrophile. Some of the most important electrophilic aromatic substitutions are aromatic nitration, aromatic halogenation, aromatic sulfonation, and alkylation and acylation Friedel–Crafts reaction. Illustrative reactions The most widely practised example of this reaction is the ethylation of benzene. :: Approximately 24,700,000 tons were produced in 1999. (After dehydrogenation and polymerization, the commodity plastic polystyrene is produced.) In this process, acids are used as catalyst to generate the incipient carbocation. Many other electrophilic reactions of benzene are conducted, although on a much smaller scale; they are valuable routes to key intermediates. The nitration of benzene is achieved via the action of the nitronium ion as the electrophile. The sulfonation with fuming sulfuric acid gives benzenesulfonic ac ...
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