Chloroformic acid

Chloroformic acid
Identifiers
CAS number 463-73-0
PubChem 164602
ChemSpider 144299 YesY
Jmol-3D images Image 1
Properties
Molecular formula CHClO2
Molar mass 80.47 g mol−1
 YesY acid (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Chloroformic acid is an unstable chemical compound with the formula ClCO2H. It is the single acyl-halide derivative of carbonic acid (phosgene is the double acyl-halide derivative). Chloroformic acid is also structurally related to formic acid, which has a hydrogen instead of the chlorine. Despite the similar name, it is very different from chloroform.

Chloroformic acid itself is too unstable to be handled for chemical reactions. However, many esters of this carboxylic acid are stable and these chloroformates are important reagents in organic chemistry. They are used to prepare mixed carboxylic acid anhydrides used in peptide synthesis. Like other related halocarbons, it is a potentially dangerous alkylating agent.

Important chloroformate esters include 4-nitrophenyl chloroformate, fluorenylmethyloxycarbonylchloride, benzyl chloroformate and ethyl chloroformate.

See also

References


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Look at other dictionaries:

  • chloroformic acid — | ̷ ̷ ̷ ̷|fȯrmik noun Etymology: International Scientific Vocabulary chloroform + ic : an acid ClCOOH best known in the form of its esters called also chlorocarbonic acid …   Useful english dictionary

  • chloroformic acid — noun The chlorinated derivative of formic acid, Cl COOH, known principally through its esters, the chloroformates …   Wiktionary

  • chloroformic ester — noun : an ester (as ethyl chloroformate ClCOOC2H5) of chloroformic acid made by reaction of phosgene on an alcohol or phenol and used in organic synthesis (as of esters of carbonic acid) …   Useful english dictionary

  • chlorocarbonic acid — | ̷ ̷ ̷ ̷+... noun Etymology: chlor + carbonic 1. obsolete : phosgene 2. : chloroformic acid …   Useful english dictionary

  • Phosgene — Not to be confused with phosphine, oxalyl chloride, or phosgene oxime. Phosgene[1] …   Wikipedia

  • chloroformyl — ˈ ̷ ̷ ̷ ̷ˌfȯrməl noun ( s) Etymology: chloroformic + yl : the univalent radical ClCO− of chloroformic acid * * * chloroformyl(e early synonym of chloroform. c 1851 in Mayne Exp. Lex …   Useful english dictionary

  • Джордж Клод Пайментел — Дата рождения: 2 мая 1922(1922 05 02) Место рождения: Фресно, Калифорния, США Дата смерти …   Википедия

  • Benzyl chloroformate — Chembox new ImageFile=Benzyl chloroformate 2D skeletal.png ImageName = Skeletal formula of benzyl chloroformate ImageFile1=Benzyl chloroformate 3D balls.png ImageName1 = Ball and stick model of the benzyl chloroformate molecule… …   Wikipedia

  • Chloroformate — General chemical structure of chloroformate esters Chloroformates are a class of chemical compounds which are esters of chloroformic acid. They are widely used as reagents in organic chemistry. For example, benzyl chloroformate is used to… …   Wikipedia

  • chloroformate — noun Any salt or ester of chloroformic acid …   Wiktionary

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