Chloromethyl methyl ether

Chloromethyl methyl ether (CMME) is a compound with formula CH3OCH2Cl. A colorless liquid, it is a chloroalkyl ether. It is used as an alkylating agent. In organic synthesis, it is used for introducing the methoxymethyl ether (MOM) protecting group, and is thus often called MOM-Cl or MOM chloride. It also finds application as a chloromethylating agent in some variants of the Blanc chloromethylation.

Chloromethyl methyl ether
Names
Preferred IUPAC name
Chloro(methoxy)methane
Other names
MOM-Cl, CMME, MCD, Chlorodimethyl ether, Chloromethoxymethane, Dimethylchloroether, Methylchloromethyl ether
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.165
EC Number
  • 203-480-1
KEGG
RTECS number
  • KN6650000
UNII
UN number 1239
  • InChI=1S/C2H5ClO/c1-4-2-3/h2H2,1H3 N
    Key: XJUZRXYOEPSWMB-UHFFFAOYSA-N N
  • InChI=1/C2H5ClO/c1-4-2-3/h2H2,1H3
    Key: XJUZRXYOEPSWMB-UHFFFAOYAK
  • COCCl
Properties
C2H5ClO
Molar mass 80.51 g·mol−1
Appearance Colorless liquid
Odor Irritating and acrid
Density 1.06 g/mL
Melting point −103.5 °C (−154.3 °F; 169.7 K)
Boiling point 55–57 °C (131–135 °F; 328–330 K)
reacts
Solubility Soluble in alcohol and diethylether
Vapor pressure 192 mmHg (21°C)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Carcinogen & Irritant
GHS labelling:
Danger
H225, H302, H312, H319, H332, H350
P201, P202, P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P322, P330, P337+P313, P363, P370+P378, P403+P235, P405, P501
NFPA 704 (fire diamond)
3
3
2
Flash point 0 °C (32 °F; 273 K) (open cup)
NIOSH (US health exposure limits):
PEL (Permissible)
OSHA-Regulated Carcinogen, no PEL
REL (Recommended)
Carcinogenic
IDLH (Immediate danger)
N.D.
Safety data sheet (SDS) Safety Data Sheet Archived
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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