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142670

Sigma-Aldrich

Chloromethyl ethyl ether

95%

Synonym(s):

(Chloromethoxy)ethane, Ethoxychloromethane, Ethoxymethyl chloride, Ethyl chloromethyl ether

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About This Item

Linear Formula:
C2H5OCH2Cl
CAS Number:
3188-13-4
Molecular Weight:
94.54
EC Number:
221-687-5
MDL number:
MFCD00000887
UNSPSC Code:
12352101
PubChem Substance ID:
24848532
NACRES:
NA.22

Quality Level

200

Assay

95%

form

liquid

refractive index

n20/D 1.404 (lit.)

bp

82 °C (lit.)

density

1.019 g/mL at 25 °C (lit.)

functional group

chloro
ether

storage temp.

2-8°C

SMILES string

CCOCCl

InChI

1S/C3H7ClO/c1-2-5-3-4/h2-3H2,1H3

InChI key

FCYRSDMGOLYDHL-UHFFFAOYSA-N

Application

Chloromethyl ethyl ether can be used to prepare:
  • 6-Benzyl-1-(ethoxymethyl)-5-iodopyrimidine-2,4(1H,3H)-dione, a key intermediate in the preparation of MKC-442 analog.
  • Acylation catalyst for alcohols named 1,3-bis-[(R)-1-(2-naphthyl)ethyl]imidazoliumchloride by reacting with glyoxal-bis-[(R)-1-(2-naphthyl)ethyl]imine.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

66.2 °F - closed cup

Flash Point(C)

19 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 1 petroleums
Hazardous rank II
Water insoluble liquid

JAN Code

142670-25G-PW:
142670-VAR:
142670-25G:
142670-5KG:
142670-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
STBK7477
STBK4813
STBK3102
STBK0359
STBJ4755

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K Takahashi et al.
Mutation research, 156(3), 153-161 (1985-06-01)
The mutagenic characteristics of formaldehyde on bacteria were examined. All the tester strains of Escherichia coli deficient in DNA-repair enzymes tested in the present study were significantly more sensitive to the killing effect of formaldehyde than the corresponding wild-type strain.
Chiral N-heterocyclic carbenes as asymmetric acylation catalysts
Suzuki Y, et al.
Tetrahedron, 62(2-3), 302-310 (2006)
bis(Chloromethyl) ether and technical-grade chloromethyl methyl ether.
Report on carcinogens : carcinogen profiles, 10, 56-57 (2004-08-24)
Tadeusz J Szalaty et al.
International journal of biological macromolecules, 119, 431-437 (2018-07-29)
In this research we use ionic liquids in combination with mild process conditions to provide a selective increase in the content of carbonyl groups in the kraft lignin structure. Such modification can improve the properties of the pristine biopolymer. In
Three Routes for the Synthesis of 6-Benzyl-1-ethoxymethyl-2, 4-dioxo-1, 2, 3, 4-tetrahydropyrimidine-5-carbaldehyde
Petersen L, et al.
Synthesis, 2001(04), 0559-0564 (2001)
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