Ethyl chloroformate

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.

Ethyl chloroformate[1]
Names
Preferred IUPAC name
Ethyl carbonochloridate
Other names
Chloroformic acid ethyl ester
Cathyl chloride
Ethyl chlorocarbonate
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.007.981
PubChem CID
UNII
CompTox Dashboard (EPA)
Properties
Chemical formula
 C3H5ClO2
Molar mass 108.52 g/mol
Appearance Clear liquid
Density 1.1403 g/cm3
Boiling point 95 °C (203 °F; 368 K)
Solubility in water
 Decomposes
Hazards
Main hazards Corrosive
Flammable
NFPA 704 (fire diamond)
3
4
0
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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Infobox references


Preparation

Ethyl chloroformate can be prepared using ethanol and phosgene:

Safety

Ethyl chloroformate is a highly toxic substance. It causes severe burns when comes in contact with eyes and/or skin, can be fatal if swallowed or inhaled.[3]

References
  1. Merck Index, 11th Edition, 3742.
  2. Protective Groups in Organic Synthesis, Third Edition, Theodora W. Greene and Peter G. M. Wuts, pages 504-506, ISBN 0-471-16019-9
  3. PubChem. "Ethyl chloroformate". pubchem.ncbi.nlm.nih.gov. Retrieved 2019-09-04.
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