chloro(methoxy)methane

CAS No. 107-30-2

Formula: C2H5ClO
Basic Info

Chloromethyl methyl ether (CMME) is a compound with formula CH3OCH2Cl. It is a chloroalkyl ether. It is used as an alkylating agent and industrial solvent to manufacture dodecylbenzyl chloride, water repellents, ion-exchange resins, polymers, and as a chloromethylation reagent. In organic synthesis, it is used for introducing the methoxymethyl (MOM) protecting group, and is thus often called MOM-Cl or MOM chloride.
A convenient method to prepare MOM chloride in situ is by using dimethoxymethane and an acyl chloride in the presence of catalytic Lewis acid. A very similar method, using a high-boiling acyl chloride, can be used to prepare pure material. This method yields > 93% pure material with dimethoxymethane as the only contaminant. In contrast, the venerable procedure from formaldehyde, methanol and hydrogen chloride yields material contaminated with a significant amount of the dangerous bis-chloromethyl ether and requires fractional distillation.
CMME is a known human carcinogen. Chronic exposure can increase the incidence of respiratory cancers, including small cell carcinoma. It is one of 13 chemicals regulated by the Occupational Safety and Health Administration despite not having an established permissible exposure limit.

Formula
C2H5ClO
Molecular Weight
80.5135
Exact Mass
80.0029
LogP
0.8291
PSA
9.23
Synonyms

Ether, chloromethyl methyl (6CI,8CI)

1-Chloro-1-methoxy methane

NSC 21208

MOMCl

Monochlorodimethyl ether

NSC 93873

Monochloromethyl methyl ether

Monochlorodimethylene ether

Chloromethoxymethane

Methane, chloromethoxy-

methoxy methylene chloride

chloro(methyloxy)methane

Methoxymethyl chloride

chloro-methyl methyl ether

methyl chloromethyl ether

Ether,chloromethyl methyl

Methane,chloromethoxy

methoxychloromethane

Chlorodimethyl ether

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Properties
Appearance & Physical State
Achromatism to Pale yellow liquid
Density
1.06
Boiling Point
55-59ºC
Melting Point
-103ºC
Flash Point
15ºC
Refractive Index
1.396
Water Solubility
decomposes
Storage Condition
0-6ºC
Vapor Pressure
3.55 psi ( 20 °C)
Safety Info
RTECS
KN6650000
Safety Statements
S53-S45
WGK Germany
3
Risk Statements
R45; R11; R20/21/22
RIDADR
UN 1239
Hazard Class
6.1
Packing Group
I
Hazard Codes
Spectrum
NMR Spectrum 1H NMR : parameter in CDCl3
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IR Spectrum IR : liquid film
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Mass Spectrum Mass
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