Phenyl chloroformate

Structural formula
General
Surname	Phenyl chloroformate
other names	Phenyl chloroformate; Phenyl chlorocarbonate;
Molecular formula	C 7 H 5 ClO 2
Brief description	colorless liquid with a pungent odor
External identifiers / databases
EC number	217-547-8
ECHA InfoCard	100.015.953
PubChem	15891
Wikidata	Q16760605
properties
Molar mass	156.57 g · mol -1
Physical state	liquid
density	1.24 g cm −3
Melting point	-28 ° C
boiling point	188-189 ° C
Vapor pressure	0.9 h Pa (20 ° C)
solubility	reacts with water
safety instructions
H and P phrases	H: 290-302-330-314-335
	P: 260-280-284-305 + 351 + 338-310
Toxicological data	1730 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Phenyl chloroformate is a chemical compound that serves as an intermediate in the production of various carbonic acid derivatives.

Chemical properties

Phenyl chloroformate belongs to the group of chloroformic acid esters , as well as ethyl chloroformate , methyl chloroformate , isopropyl chloroformate , n- butyl chloroformate and benzyl chloroformate .

use

Phenyl chloroformate is used as an intermediate in the production of the pesticides amidosulfuron , buprofezin , flazasulfuron , imazosulfuron , nicosulfuron , prosulfuron , pyrazosulfuron , rimsulfuron and thidiazuron as well as for further syntheses.

nomenclature

The common name "phenyl 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 monophenyl ester of carbonic acid.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g Data sheet for phenyl chloroformate synthesis (PDF) from Merck , accessed on May 3, 2014.
↑ ^a ^b Entry on phenyl chloroformate in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 1029 ( limited preview in Google Book search).

[Merck-1] ↑ ^a ^b ^c ^d ^e ^f ^g Data sheet for phenyl chloroformate synthesis (PDF) from Merck , accessed on May 3, 2014.

[GESTIS-2] Entry on phenyl chloroformate in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .

[unger-3] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 1029 ( limited preview in Google Book search).