2-chloroethyl chloroformate

Structural formula
General
Surname	2-chloroethyl chloroformate
other names	2-chloroethyl chloroformate
Molecular formula	C 3 H 4 Cl 2 O 2
Brief description	colorless to yellowish liquid with a pungent odor
External identifiers / databases
EC number	210-982-4
ECHA InfoCard	100.009.985
PubChem	12305
Wikidata	Q27259425
properties
Molar mass	142.97 g mol −1
Physical state	liquid
density	1.39 g cm −3
Melting point	−70 ° C
boiling point	155.7 ° C
Vapor pressure	2 hPa (20 ° C)
solubility	hydrolyzed in water; miscible with organic solvents;
Refractive index	1.446 (20 ° C)
safety instructions
H and P phrases	H: 331-314
	P: 261-280-305 + 351 + 338-310
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

2-chloroethyl chloroformate is a chemical compound from the group of carboxylic acid esters .

Extraction and presentation

2-chloroethyl chloroformate can be obtained by reacting phosgene with ethylene chlorohydrin at 0 ° C.

properties

2-chloroethyl chloroformate is a flammable, difficult to ignite, not very volatile, colorless to yellowish liquid with a pungent odor that hydrolyzes in water.

nomenclature

The common name “2-chloroethyl chloroformate” is incorrect, as it is a derivative of carbonic acid , not a derivative of formic acid . It is the monochloride and at the same time the mono-2-chloroethyl ester of carbonic acid.

use

2-chloroethyl chloroformate is used for the synthesis of other chemical compounds (for example carbachol ).

safety instructions

The vapors of 2-chloroethyl chloroformate can form an explosive mixture with air ( flash point 79 ° C, ignition temperature 470 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on 2-chlororetyl chloroformate in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .
↑ James J. Mousseau: Encyclopedia of Reagents for Organic Synthesis . John Wiley & Sons, Ltd, 2001, ISBN 978-0-470-84289-8 , β-chloroethyl chloroformate.
↑ ^a ^b data sheet 2-chloroethyl chloroformate, 97% from Sigma-Aldrich , accessed on September 16, 2016 ( PDF ).
↑ ^a ^b Entry on 2-chloroethyl chloroformate in the Hazardous Substances Data Bank , accessed on September 16, 2016.
^ Ruben Vardanyan, Victor Hruby: Synthesis of Essential Drugs . Elsevier, 2006, ISBN 978-0-08-046212-7 , pp. 182 ( limited preview in Google Book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on 2-chlororetyl chloroformate in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .

[2] James J. Mousseau: Encyclopedia of Reagents for Organic Synthesis . John Wiley & Sons, Ltd, 2001, ISBN 978-0-470-84289-8 , β-chloroethyl chloroformate.

[Sigma-3] ta sheet 2-chloroethyl chloroformate, 97% from Sigma-Aldrich , accessed on September 16, 2016 ( PDF ).

[HSDB-4] Entry on 2-chloroethyl chloroformate in the Hazardous Substances Data Bank , accessed on September 16, 2016.

[Ruben_Vardanyan,_Victor_Hruby-5] Ruben Vardanyan, Victor Hruby: Synthesis of Essential Drugs . Elsevier, 2006, ISBN 978-0-08-046212-7 , pp. 182 ( limited preview in Google Book search).