Ethyl chloroformate
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Names | |
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Preferred IUPAC name Ethyl carbonochloridate | |
Other names
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Identifiers | |
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ChemSpider |
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ECHA InfoCard | 100.007.981 ![]() |
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UN number | 1182 |
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Properties | |
Chemical formula | ClCO2CH2CH3 |
Molar mass | 108.52 g·mol−1 |
Appearance | Colorless liquid |
Odor | Like hydrochloric acid[2] |
Density | 1.1403 g/cm3 |
Melting point | −81 °C (−114 °F; 192 K) |
Boiling point | 95 °C (203 °F; 368 K) |
Solubility in water | Decomposes |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards | Corrosive Flammable |
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Danger | |
H225, H302, H314, H330 | |
P210, P233, P240, P241, P242, P243, P260, P264, P270, P271, P280, P284, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P320, P321, P330, P363, P370+P378, P403+P233, P403+P235, P405, P501 | |
NFPA 704 (fire diamond) | ![]() 4 3 0 W |
Flash point | 61 °C (142 °F; 334 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). ![]() ![]() ![]() Infobox references |
Chemical compound
Ethyl chloroformate is an organic compound with the chemical formula ClCO2CH2CH3. It is the ethyl ester of chloroformic acid. It is a colorless, corrosive and highly toxic liquid. It is a reagent used in organic synthesis for the introduction of the ethyl carbamate protecting group[3] and for the formation of carboxylic anhydrides.
Preparation
Ethyl chloroformate can be prepared using ethanol and phosgene:
Safety
Ethyl chloroformate is a highly toxic, flammable, corrosive substance. It causes severe burns when comes in contact with eyes and/or skin, can be harmful if swallowed or inhaled.[4]
References
- ^ Merck Index, 11th Edition, 3742.
- ^ https://www.sigmaaldrich.com/GB/en/sds/aldrich/185892 [bare URL]
- ^ Protective Groups in Organic Synthesis, Third Edition, Theodora W. Greene and Peter G. M. Wuts, pages 504-506, ISBN 0-471-16019-9
- ^ PubChem. "Ethyl chloroformate". pubchem.ncbi.nlm.nih.gov. Retrieved 2019-09-04.