Ethyl chloroformate

From Wikipedia, the free encyclopedia
Ethyl chloroformate[1]
Skeletal formula of ethyl chloroformate
Ball-and-stick model of the ethyl chloroformate molecule
Names
Preferred IUPAC name
Ethyl carbonochloridate
Other names
Chloroformic acid ethyl ester
Cathyl chloride
Ethyl chlorocarbonate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.007.981 Edit this at Wikidata
EC Number
  • 208-778-5
RTECS number
  • LQ6125000
UNII
UN number 1182
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
Main hazards Corrosive
Flammable
GHS pictograms GHS02: FlammableGHS05: CorrosiveGHS06: ToxicGHS07: Harmful
GHS Signal word Danger
GHS hazard statements
H225, H302, H314, H330
P210, P233, P240, P241, P242, P243, P260, P264, P270, P271, P280, P284, P301+312, P301+330+331, P303+361+353, P304+340, P305+351+338, P310, P320, P321, P330, P363, P370+378, P403+233, P403+235
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).
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Infobox references

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:

Synthesis Ethylchloroformiate A.svg

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 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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