Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Chloroformic acid is a 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, in a way that the non-acidic hydrogen of formic acid is replaced by chlorine. Despite the similar name, it is very different from chloroform. It is described as unstable.[3]
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.[4] They are used to prepare mixed carboxylic acid anhydrides used in peptide synthesis.
Important chloroformate esters include 4-nitrophenyl chloroformate, fluorenylmethyloxycarbonylchloride, benzyl chloroformate and ethyl chloroformate.
^Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. pp. 776–777. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
^"Archived copy". Archived from the original on 2023-12-10. Retrieved 2023-12-30.{{cite web}}: CS1 maint: archived copy as title (link)
^Gibson, Harry W. (1969). "Chemistry of Formic Acid and Its Simple Derivatives". Chemical Reviews. 69 (5): 673–692. doi:10.1021/cr60261a005.
^Matzner, Markus; Kurkjy, Raymond P.; Cotter, Robert J. (1964). "The Chemistry of Chloroformates". Chemical Reviews. 64 (6): 645–687. doi:10.1021/cr60232a004.
Chloroformicacid is a chemical compound with the formula ClCO2H. It is the single acyl-halide derivative of carbonic acid (phosgene is the double acyl-halide...
for the methylidene radical (CH) derived from formic acid. The total global flux of chloroform through the environment is approximately 660000 tonnes...
compound with the chemical formula ClCO2CH2CH3. It is the ethyl ester of chloroformicacid. It is a colorless, corrosive and highly toxic liquid. It is a reagent...
with the chemical formula Cl−C(=O)−O−CH3. It is the methyl ester of chloroformicacid. It is an oily colorless liquid, although aged samples appear yellow...
one classifies chloroformicacid as an inorganic compound) Boric acid forms borate esters , e.g. trimethyl borate (B(−O−CH3)3) Chromic acid forms di-tert-butyl...
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be thought of chemically as the double acyl chloride analog of carbonic acid, or structurally as formaldehyde with the hydrogen atoms replaced by chlorine...
known as benzyl chlorocarbonate or Z-chloride, is the benzyl ester of chloroformicacid. It can be also described as the chloride of the benzyloxycarbonyl...
nitrogen and oxygen (e.g. cyanide ion CN−, hydrogen cyanide HCN, chloroformicacid ClCO2H, carbon dioxide CO2, and carbonate ion CO2−3).[citation needed]...
compounds with the formula ROC(O)Cl. They are formally esters of chloroformicacid. Most are colorless, volatile liquids that degrade in moist air. A...
carboxylic acid terminus. This colorless liquid has a characteristic acrid or tart smell. It is miscible with water, alcohols, ethers, and chloroform. More...
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