Ethyl chloroformate
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Names | |
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Preferred IUPAC name
Ethyl carbonochloridate | |
Other names
Chloroformic acid ethyl ester
Cathyl chloride Ethyl chlorocarbonate TL-423 | |
Identifiers | |
3D model (JSmol)
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ChemSpider | |
EC Number |
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PubChem CID
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RTECS number |
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UNII | |
UN number | 1182 |
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Properties | |
C3H5ClO2 | |
Molar mass | 108.52 g/mol |
Appearance | Clear liquid |
Density | 1.1403 g/cm3 |
Boiling point | 95 °C (203 °F; 368 K) |
Decomposes | |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards
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Corrosive Flammable |
GHS labelling: | |
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) | |
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).
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Ethyl chloroformate is the ethyl ester of chloroformic acid. It is a reagent used in organic synthesis for the introduction of the ethyl carbamate protecting group[2] 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.[3]
References
- ^ Merck Index, 11th Edition, 3742.
- ^ 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.
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- Chloroformates
- Reagents for organic chemistry