Chloroformic acid
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Chloroformic acid 
Carbonochloridic acidOther namesChlorocarbonic acidIdentifiers CAS number 463-73-0 PubChem 164602 ChemSpider 144299 
Jmol-3D images Image 1 - ClC(=O)O
- InChI=1S/CHClO2/c2-1(3)4/h(H,3,4)
Key: AOGYCOYQMAVAFD-UHFFFAOYSA-N
InChI=1/CHClO2/c2-1(3)4/h(H,3,4)
Key: AOGYCOYQMAVAFD-UHFFFAOYAQ
Properties Molecular formula CHClO2 Molar mass 80.47 g mol−1 
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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
- "Chloroformic acid; Chlorocarbonic acid; Carbonochloridic acid". Dow Chemical. http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=742051. Retrieved 20 May 2007.
- "Monochloroacetic Acid". IPCS Inchem. http://www.inchem.org/documents/pims/chemical/pim352.htm. Retrieved 20 May 2007.
Categories:- Carboxylic acids
- Chloroformates
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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
