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Sigma-Aldrich

Methyl 2,2-difluoro-2-(fluorosulfonyl)acetate

97%

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Synonym(s):
Difluoro(fluorosulfonyl)acetic acid methyl ester
Linear Formula:
FSO2CF2CO2CH3
CAS Number:
Molecular Weight:
192.11
Beilstein/REAXYS Number:
1812896
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

liquid

reaction suitability

reaction type: click chemistry

refractive index

n20/D 1.351 (lit.)

bp

117-118 °C (lit.)

density

1.509 g/mL at 25 °C (lit.)

SMILES string

COC(=O)C(F)(F)S(F)(=O)=O

InChI

1S/C3H3F3O4S/c1-10-2(7)3(4,5)11(6,8)9/h1H3

Inchi Key

GQJCAQADCPTHKN-UHFFFAOYSA-N

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531413ALD00038128244
3-(Fluorosulfonyl)benzoic acid 95% (HPLC)

ALD00038

3-(Fluorosulfonyl)benzoic acid

Ethyl diethoxyacetate 97%

128244

Ethyl diethoxyacetate

reaction suitability

reaction type: click chemistry

reaction suitability

reaction type: click chemistry

reaction suitability

reaction type: click chemistry

reaction suitability

-

form

liquid

form

-

form

solid

form

liquid

density

1.509 g/mL at 25 °C (lit.)

density

1.723 g/mL at 25 °C (lit.)

density

-

density

0.985 g/mL at 25 °C (lit.)

bp

117-118 °C (lit.)

bp

153 °C (lit.)

bp

-

bp

199 °C (lit.)

refractive index

n20/D 1.351 (lit.)

refractive index

n20/D 1.36 (lit.)

refractive index

-

refractive index

n20/D 1.410 (lit.)

Application

  • Useful reagent for the trifluoromethylation of alkyl halides.
  • Broadly applicable reagent for perfluoroalkylations for aryl iodides and bromides

Pictograms

FlameCorrosion

signalword

Danger

Hazard Classifications

Flam. Liq. 3 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

116.6 °F - closed cup

flash_point_c

47 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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Journal of the Chemical Society. Chemical Communications, 705-705 (1989)
A broadly applicable copper reagent for trifluoromethylations and perfluoroalkylations of aryl iodides and bromides.
Hiroyuki Morimoto et al.
Angewandte Chemie (International ed. in English), 50(16), 3793-3798 (2011-03-29)
David Orr et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 20(44), 14305-14316 (2014-09-13)
Vinyl cyclopropane rearrangement (VCPR) has been utilised to synthesise a difluorinated cyclopentene stereospecifically and under mild thermal conditions. Difluorocyclopropanation chemistry afforded ethyl 3-(1'(2'2'-difluoro-3'-phenyl)cyclopropyl) propenoate as all four stereoisomers (18a, 18b, 22a, 22b) (all racemic). The trans-E isomer (18a), prepared in

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