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300837

Sigma-Aldrich

Methyl chlorodifluoroacetate

99%

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About This Item

Linear Formula:
ClF2CCOOCH3
CAS Number:
Molecular Weight:
144.50
Beilstein:
1756072
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

liquid

refractive index

n20/D 1.349 (lit.)

bp

79-81 °C (lit.)

density

1.37 g/mL at 25 °C (lit.)

functional group

chloro
ester
fluoro

SMILES string

COC(=O)C(F)(F)Cl

InChI

1S/C3H3ClF2O2/c1-8-2(7)3(4,5)6/h1H3

InChI key

AWUPLMYXZJKHEG-UHFFFAOYSA-N

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General description

Methyl chlorodifluoroacetate is a trifluoromethylating agent.

Application

Methyl chlorodifluoroacetate was used in preparation of 2,2-difluoro-3-hydroxyesters and gem-difluorocyclopropane.

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Flam. Liq. 2 - Skin Corr. 1B

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

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Electrochemical, nickel-catalyzed Reformatsky reaction with methyl chlorodifluoroacetate
Mcharek S, et al.
Journal of Organometallic Chemistry, 401(1), 211-215 (1991)
Preparation of gem-difluorocyclopropanes via decomposition of methyl chlorodifluoroacetate by alkali metal halides.
Wheaton GA and Burton DJ.
Journal of Fluorine Chemistry, 9(1), 25-44 (1977)
Methyl chlorodifluoroacetate a convenient trifluoromethylating agent.
De-Bao S, et al.
Tetrahedron Letters, 32(52), 7689-7690 (1991)

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