Ethyl chloroformate

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.

Ethyl chloroformate^[1]

Names
Preferred IUPAC name Ethyl carbonochloridate
Other names Cathyl chloride Chloroformic acid ethyl ester Ethyl chlorocarbonate TL-423
Identifiers
CAS Number	541-41-3 Y
3D model (JSmol)	Interactive image
ChemSpider	10465 Y
ECHA InfoCard	100.007.981
EC Number	208-778-5
PubChem CID	10928
RTECS number	LQ6125000
UNII	09601EZP9R Y
UN number	1182
CompTox Dashboard (EPA)	DTXSID1027186
InChI InChI=1S/C3H5ClO2/c1-2-6-3(4)5/h2H2,1H3 Y Key: RIFGWPKJUGCATF-UHFFFAOYSA-N Y InChI=1/C3H5ClO2/c1-2-6-3(4)5/h2H2,1H3 Key: RIFGWPKJUGCATF-UHFFFAOYAX
SMILES ClC(=O)OCC
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
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H225, H302, H314, H330
Precautionary statements	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). Y verify (what is YN ?) Infobox references

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]