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・ Chlormephos
・ Chlormequat
・ Chlormerodrin
・ Chlormethine
・ Chlormezanone
・ Chlormidazole
・ Chlormint
・ Chlornaltrexamine
・ Chlornaphazine
・ Chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium
・ Chloro(dimethyl sulfide)gold(I)
・ Chloro(pyridine)cobaloxime
・ Chloro(tetrahydrothiophene)gold(I)
・ Chloro(triphenylphosphine)gold(I)
・ Chloro-5-substituted adamantyl-1,2-dioxetane phosphate
Chloroacetaldehyde
・ Chloroacetamide
・ Chloroacetic acid
・ Chloroacetic acids
・ Chloroacetone
・ Chloroacetyl chloride
・ Chloroalkyl ether
・ Chloroauric acid
・ Chlorobaptella
・ Chlorobenzene
・ Chlorobenzene (data page)
・ Chlorobenzilate
・ Chlorobenzoic acid
・ Chlorobi-1 RNA motif
・ Chlorobi-RRM RNA motif


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Chloroacetaldehyde : ウィキペディア英語版
Chloroacetaldehyde

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Chloroacetaldehyde is the organic compound with the formula ClCH2CHO. Like some related compounds, it is highly electrophilic reagent and a potentially dangerous alkylating agent. The compound is not normally encountered in the anhydrous form, but rather as the hydrate (acetal), ClCH2CH(OH)2. Chloroacetaldehyde is a useful intermediate in the synthesis, e.g. of 2-aminothiazole or many pharmaceutical compounds.
Another use is to facilitate bark removal from tree trunks.
==Synthesis and reactions==
The hydrate of chloroacetaldehyde is produced by the chlorination of aqueous vinyl chloride:
:ClCH=CH2 + Cl2 + H2O → ClCH2CHO + 2 HCl
It can also be prepared from vinyl acetate.〔Reinhard Jira, Erwin Kopp, Blaine C. McKusick, Gerhard Röderer, Axel Bosch, Gerald Fleischmann "Chloroacetaldehydes" in Ullmann's Encyclopedia of Industrial Chemistry, 2007, Wiley-VCH, Weinheim. 〕 The related bromoacetaldehyde is prepared via bromination of vinyl acetate. It also rapidly forms a acetals in the presence of alcohols.〔S. M. McElvain and D. Kundiger "Bromoacetal" Organic Syntheses 1943, volume 23, p. 8. .〕
Being bifunctional, chloroacetaldehyde is a versatile precursor to many heterocyclic compounds. It condenses with thiourea derivatives to give aminothiazoles. This reaction was once important as a precursor to sulfathiazole, one of the first sulfa drugs.〔

抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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