Bis(chloromethyl) ether

Bis(chloromethyl) ether
Names
Preferred IUPAC name
Chloro(chloromethoxy)methane
Other names
Bis(chloromethyl) ether
Bis-CME
Oxybis(chloromethane)
Bis-Chloromethyl ether
Chloromethyl ether
Dichlorodimethyl ether
Dichloromethyl ether
Identifiers
3D model (JSmol)
Abbreviations BCME
ChEBI
ChemSpider
ECHA InfoCard 100.008.030 Edit this at Wikidata
EC Number
  • 208-832-8
KEGG
UNII
  • InChI=1/C2H4Cl2O/c3-1-5-2-4/h1-2H2
    Key: HRQGCQVOJVTVLU-UHFFFAOYAN
  • ClCOCCl
Properties
C2H4Cl2O
Molar mass 114.95 g·mol−1
Density 1.33 g/cm3
Melting point −41.5 °C (−42.7 °F; 231.7 K)
Boiling point 106 °C (223 °F; 379 K)
reacts[1]
Vapor pressure 30 mmHg (22°C)[1]
1.4421[2]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
carcinogen, reacts with water[1]
GHS labelling:
GHS02: FlammableGHS06: ToxicGHS07: Exclamation markGHS08: Health hazard
Danger
H225, H302, H311, H330, H350
Flash point 38 °C (100 °F; 311 K)
NIOSH (US health exposure limits):
PEL (Permissible)
OSHA-regulated carcinogen[1]
REL (Recommended)
potential occupational carcinogen[1]
IDLH (Immediate danger)
N.D.[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Bis(chloromethyl) ether is an organic compound with the chemical formula (ClCH2)2O. It is a colourless liquid with an unpleasant suffocating odour and it is one of the chloroalkyl ethers. Bis(chloromethyl) ether was once produced on a large scale, but was found to be highly carcinogenic and thus such production has ceased.

  1. ^ a b c d e f NIOSH Pocket Guide to Chemical Hazards. "#0128". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ Evans, L.; Gray, R. (May 1958). "Notes - Preparation of Certain Polychlorodimethyl Ethers". The Journal of Organic Chemistry. 23 (5): 745–746. doi:10.1021/jo01099a602.