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Bis(chloroethyl) ether

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Bis(chloroethyl) ether
Names
IUPAC name
bis(2-chloroethyl) ether
Other names
Oxygen mustard
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.519 Edit this at Wikidata
  • InChI=1S/C4H8Cl2O/c5-1-3-7-4-2-6/h1-4H2 checkY
    Key: ZNSMNVMLTJELDZ-UHFFFAOYSA-N checkY
  • InChI=1/C4H8Cl2O/c5-1-3-7-4-2-6/h1-4H2
    Key: ZNSMNVMLTJELDZ-UHFFFAOYAN
  • ClCCOCCCl
Properties
C4H8Cl2O
Molar mass 143.01 g·mol−1
Negligible
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Very toxic (T+)
Dangerous for the environment (N)
Vesicant
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 4: Very short exposure could cause death or major residual injury. E.g. VX gasFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
4
1
1
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Bis(chloroethyl) ether is a chemical compound (an ether), which contains two 2-chloroethyl groups.

Reactions

Bis(chloroethyl) ether reacts with catechol to form dibenzo-18-crown-6:[1]

Toxicity

Bis(chloroethyl) ether is extremely toxic, with a mechanism of action similar to mustard gas.

References

  1. ^ Charles J. Pedersen (1988). "Macrocyclic Polyethers: Dibenzo-18-Crown-6 Polyether and Dicyclohexyl-18-Crown-6 Polyether". Organic Syntheses; Collected Volumes, vol. 6, p. 395.
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