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Dehalogenation information


Scheme for dehalogenation reaction (R = alkyl or aryl group, X = I, Cl, Br, F)

In organic chemistry, dehalogenation is a set of chemical reactions that involve the cleavage of carbon-halogen bonds; as such, it is the inverse reaction of halogenation. Dehalogenations come in many varieties, including defluorination (removal of fluorine), dechlorination (removal of chlorine), debromination (removal of bromine), and deiodination (removal of iodine). Incentives to investigate dehalogenations include both constructive and destructive goals. Complicated organic compounds such as pharmaceutical drugs are occasionally generated by dehalogenation. Many organohalides are hazardous, so their dehalogenation is one route for their detoxification.[1]

  1. ^ Smidt, Hauke; De Vos, Willem M. (2004). "Anaerobic Microbial Dehalogenation". Annual Review of Microbiology. 58: 43–73. doi:10.1146/annurev.micro.58.030603.123600. PMID 15487929.

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Dehalogenation

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In organic chemistry, dehalogenation is a set of chemical reactions that involve the cleavage of carbon-halogen bonds; as such, it is the inverse reaction...

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Photoredox catalysis

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reaction additives. Like tin-mediated radical dehalogenation reactions, photocatalytic reductive dehalogenation can be used to initiate cascade cyclizations...

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Reductive dechlorination

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15227/orgsyn.068.0032. Mohn, WW; Tiedje, JM (1992). "Microbial reductive dehalogenation". Microbiol Rev. 56 (3): 482–507. doi:10.1128/mmbr.56.3.482-507.1992...

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Halogenation

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disulfur dichloride. Wikiquote has quotations related to Halogenation. Dehalogenation Haloalkane (Alkyl halide) Halogenoarene (Aryl halide) Free radical halogenation...

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Nickel boride catalyst

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Nickel boride is the common name of materials composed chiefly of the elements nickel and boron that are widely used as catalysts in organic chemistry...

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Cyanocobalamin

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cyclohexylcobalamin. This reaction is under review for use as a catalyst for chemical dehalogenation, organic reagent and photosensitized catalyst systems. Cyanocobalamin...

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Bioremediation of oil spills

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Uranium Ferric Hydroxide, Sulfide, Pyrite, Reduced Chromium, Uraninite Reductive Dehalogenation Halogen compound with electron donor Reduced contaminant...

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Analgesic

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= 2–4 hours; hepatically metabolised via oxidation, hydroxylation, dehalogenation and conjugation with glucuronic acid; excretion = urine, faeces (20–30%)...

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Bromoxynil

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5-dibromo-4-hydroxybenzoic acid) have been shown to undergo metabolic reductive dehalogenation by the microorganism Desulfitobacterium chlororespirans. In the Great...

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Phosphorus mononitride

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Schnöckel and coworkers later showed an alternative synthesis involving the dehalogenation of hexachlorophosphazene with molten silver, with concomitant loss of...

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Trimethylenemethane complexes

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trimethylenemethane complexes are synthesized in the following four ways: (A) the dehalogenation of α, α'-dihalosubstituted precursors, (B) the thermal extrusion of...

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Cyclobutane

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irradiation with UV-light. 1,4-Dihalobutanes convert to cyclobutanes upon dehalogenation with reducing metals. Cyclobutane was first synthesized in 1907 by James...

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Silver acetate

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Silver acetate is a coordination compound with the empirical formula CH3CO2Ag (or AgC2H3O2). A photosensitive, white, crystalline solid, it is a useful...

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Acyl chloride

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alcohol, respectively. The alcoholysis of acyl halides (the alkoxy-dehalogenation) is believed to proceed via an SN2 mechanism (Scheme 10).⁠ However,...

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Iodotyrosine deiodinase

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Dehalogenation in aerobic organisms is usually done through oxidation and hydrolysis; however, iodotyrosine deiodinase uses reductive dehalogenation....

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Organoiodine chemistry

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is a mammalian enzyme with the unusual function of aerobic reductive dehalogenation of iodine- or bromine-substituted organic substrates. Bromoxynil and...

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Ketone

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carboxylic anhydride. Ketones can be prepared from haloketones in reductive dehalogenation of halo ketones. In ketonic decarboxylation symmetrical ketones are...

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Vitamin B12

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"Reductive dehalogenase structure suggests a mechanism for B12-dependent dehalogenation". Nature. 517 (7535): 513–516. Bibcode:2015Natur.517..513P. doi:10.1038/nature13901...

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Azulene

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elimination reaction with Burgess reagent oxidation with p-chloranil dehalogenation with polymethylhydrosiloxane, palladium(II) acetate, potassium phosphate...

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Amine alkylation

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Amine alkylation (amino-dehalogenation) is a type of organic reaction between an alkyl halide and ammonia or an amine. The reaction is called nucleophilic...

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Bromoform

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A.; Arnold R. G.; Kuhler R. J.; Santo G. A. (June 2005). "Reductive dehalogenation of bromoform in aqueous solution". Environ. Health Perspect. 103 (Suppl...

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Reductive dehalogenation of halo ketones

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In organic chemistry, α-halo ketones can be reduced with loss of the halogen atom to form enolates. The α-halo ketones are readily prepared from ketones...

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Pentachlorophenol

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through photolysis. The main biodegradative pathway for PCP is reductive dehalogenation. In this process, the compound PCP is broken down to tetrachlorophenols...

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Organobromine chemistry

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Like other halogenated pesticides, bromoxynil is subject to reductive dehalogenation under anaerobic conditions, and can be debrominated by organisms originally...

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List of inorganic reactions

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Cyanation Cyclometalation Decarbonylation Decarboxylation Dehydration Dehalogenation Dehydrogenation Dehydrohalogenation Deprotonation Desilylation Diastereomerisation...

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Dehalococcoides

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obtain energy via the oxidation of hydrogen and subsequent reductive dehalogenation of halogenated organic compounds in a mode of anaerobic respiration...

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