Chloromethyl chloroformate

Chloromethyl chloroformate (CClO2CH2Cl), also known as palite gas,[2] is a chemical compound developed into gas form and used for chemical warfare during World War I. It is a tearing agent designed to cause temporary blindness. It is a colorless liquid with a penetrating, irritating odor.

Chloromethyl chloroformate
Skeletal formula of chloromethyl chloroformate
Space-filling model of the chloromethyl chloroformate molecule
Names
Preferred IUPAC name
Chloromethyl carbonochloridate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.040.707 Edit this at Wikidata
  • InChI=1S/C2H2Cl2O2/c3-1-6-2(4)5/h1H2 checkY
    Key: JYWJULGYGOLCGW-UHFFFAOYSA-N checkY
  • InChI=1/C2H2Cl2O2/c3-1-6-2(4)5/h1H2
    Key: JYWJULGYGOLCGW-UHFFFAOYAF
  • ClC(OCCl)=O
  • ClC(=O)OCCl
Properties
C2H2Cl2O2
Molar mass 128.94 g·mol−1
Appearance Colorless liquid
Density 1.45 g/ml[1]
Boiling point 107–108 °C (225–226 °F; 380–381 K)[1]
Related compounds
Chloroethyl chloroformate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Industrially, chloromethyl chloroformate is used to manufacture other chemicals.

References

edit
  1. ^ a b "Chloromethyl chloroformate". Sigma-Aldrich.
  2. ^ Auld, S.J.M. (February 4, 1918). "Methods of gas warfare". Journal of the Washington Academy of Sciences. 8 (3): 58. Bibcode:1918Natur.101R.215.. doi:10.1038/101215b0. JSTOR 24521564. S2CID 32522395.