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Chloromethyl chloroformate

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Chloromethyl chloroformate
Chloromethyl chloroformate.png
Chloromethyl chloroformate 3D spacefill.png
Names
Preferred IUPAC name
Chloromethyl carbonochloridate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.040.707 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
  • InChI=1S/C2H2Cl2O2/c3-1-6-2(4)5/h1H2 Yes check.svgY
    Key: JYWJULGYGOLCGW-UHFFFAOYSA-N Yes check.svgY
  • 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
AppearanceColorless 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).
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Chloromethyl chloroformate (CClO2CH2Cl), also known as palite gas, [2] is a chemical compound and used for chemical warfare during World War I. German forces used a mixture of chloromethyl chloroformate and dichloromethyl chloroformate called "K-Stoff", while French and other Allied forces used it under name "Palite". [3] It is a tearing agent designed to cause temporary blindness. It is a colorless liquid with a penetrating, irritating odor.

Industrially, chloromethyl chloroformate is used to manufacture other chemicals.

References

  1. 1 2 "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.
  3. ↑ Sartori, Mario (1939). The War Gases. D. Van Nostrand. p. 104.


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