2-Chloroethyl chloroformate

2-Chloroethyl chloroformate (chemical formula: C₃H₄Cl₂O₂) has a structure consisting of ethyl chloroformate with a chloro group as substituent on the ethyl group.

2-Chloroethyl chloroformate

Names
IUPAC name 2-Chloroethyl carbonochloridate
Other names β-chloroethyl chloroformate
Identifiers
CAS Number	627-11-2 Y
3D model (JSmol)	Interactive image
ChemSpider	11802
ECHA InfoCard	100.009.985
EC Number	210-982-4
PubChem CID	12305
UNII	4D32H07Z9I Y
UN number	3277
CompTox Dashboard (EPA)	DTXSID2060832
InChI InChI=1S/C3H4Cl2O2/c4-1-2-7-3(5)6/h1-2H2 Key: SVDDJQGVOFZBNX-UHFFFAOYSA-N
SMILES ClC(=O)OCCCl
Properties
Chemical formula	C3H4Cl2O2
Molar mass	142.96 g·mol−1
Appearance	colourless liquid
Density	1.3847
Boiling point	155 °C (311 °F; 428 K)
Refractive index (nD)	1.4483
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H301, H314, H315, H319, H331, H335
Precautionary statements	P260, P261, P264, P264+P265, P270, P271, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P319, P321, P330, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, P501
Flash point	70 °C (158 °F; 343 K)
Safety data sheet (SDS)	[1]
Related compounds
Related chloroformates	1-Chloroethyl chloroformate Chloromethyl chloroformate Ethyl chloroformate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Synthesis

2-Chloroethyl chloroformate is the sole product of the reaction between ethylene oxide and phosgene in the presence of a small amount of pyridine.^[2]

Uses

2-Chloroethyl chloroformate is commonly used as a reagent,^[3][4] especially for making derivatives of amines and carboxylic acids for analysis by gas chromatography.^[5][6]