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100331

Sigma-Aldrich

Chloromethyl methyl ether

technical grade

Synonym(s):

MOM chloride, Methoxymethyl chloride, Methyl chloromethyl ether

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About This Item

Linear Formula:
ClCH2OCH3
CAS Number:
Molecular Weight:
80.51
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

Quality Level

vapor pressure

3.55 psi ( 20 °C)

refractive index

n20/D 1.396 (lit.)

bp

55-57 °C (lit.)

density

1.06 g/mL at 25 °C (lit.)

functional group

chloro
ether

storage temp.

2-8°C

SMILES string

COCCl

InChI

1S/C2H5ClO/c1-4-2-3/h2H2,1H3

InChI key

XJUZRXYOEPSWMB-UHFFFAOYSA-N

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Application

Chloromethyl methyl ether (MOM-Cl) can be used as a reagent:
  •  For the introduction of the methoxymethyl (MOM) protecting group by converting alcohols to methoxy methyl (MOM) ethers.
  •  To prepare some methoxymethyl group containing metal complexes coordinated to carbonyl and dipyridyl ligands.        
  • In the preparation of fluorene/chloromethyl methyl ether cross-linked polymers by Friedel-Crafts polymerization.

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Carc. 1A - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

60.8 °F - closed cup

Flash Point(C)

16 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Martin A Berliner et al.
The Journal of organic chemistry, 70(23), 9618-9621 (2005-11-05)
[Reaction: see text]. Zinc(II) salts catalyze the reaction between acetals and acid halides to provide haloalkyl ethers in near-quantitative yield. Reactions from millimole to mole scale are typically complete in 1-4 h with 0.01 mol % catalyst. The solutions of
Bis(chloromethyl) ether and technical-grade chloromethyl methyl ether.
Report on carcinogens : carcinogen profiles, 12, 71-73 (2011-08-19)
Jung-Jae Lee et al.
Chemical communications (Cambridge, England), (15)(15), 1962-1963 (2009-04-01)
N-Alkylation of a fluorescent macrocyclic amine in aqueous micellar solution produces enhanced emission; the reaction with chloromethyl methyl ether exhibits autocatalysis.
Bis(Chloromethyl) ether and technical-grade chloromethyl methyl ether.
Report on carcinogens : carcinogen profiles, 11, III56-III57 (2004-01-01)
A Blair et al.
Cancer causes & control : CCC, 8(3), 473-490 (1997-05-01)
Epidemiologic evidence on the relation between reactive chemicals and cancer is reviewed. These highly reactive chemicals (acrylonitrile; bis[chloromethyl]ether and chloromethyl methyl ether; 1,3-butadiene, ethylene oxide; formaldehyde; mustard gas; sulfuric acid; and vinyl chloride) vary in use and exposure. All are

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