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742600

Sigma-Aldrich

Difluoromethyl phenyl sulfone

≥97%

Synonym(s):

PhSO2CF2H, [(Difluoromethyl)sulfonyl]benzene

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About This Item

Empirical Formula (Hill Notation):
C7H6F2O2S
CAS Number:
Molecular Weight:
192.18
Beilstein:
2259218
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97%

form

solid

functional group

fluoro
sulfone

SMILES string

FC(F)S(=O)(=O)c1ccccc1

InChI

1S/C7H6F2O2S/c8-7(9)12(10,11)6-4-2-1-3-5-6/h1-5,7H

InChI key

LRHDNAVPELLXDL-UHFFFAOYSA-N

Application

Reagent Used for
  • Reductive silylation and the preparation of trifluoro- and difluoromethylsilanes by reductive coupling of fluoromethyl sulfones, sulfoxides and sulfides with chlorosilanes
  • Fluoroalkylation/chloroalkylation of α,β-enones, arynes, acetylenic ketones and other Michael acceptors
  • Difluoromethylation of primary alkyl halides via nucleophilic substitution-reductive desulfonylation

Reagent used in Preparation of
  • α-difluoromethyl amines via stereoselective (phenylsulfonyl)difluoromethylation of chiral sulfinyl aldimines
  • Anti-difluoropropanediols via potassium tert-butoxide-catalyzed difluoromethylenation of aldehydes
  • β-difluoromethylated and β-difluoromethylenated alcohols and amines by regioselective nucleophilic difluoromethylation of 1,2-cyclic sulfates and sulfamidates
  • Difluoroalkenes from alkyl halides via nucleophilic substitution-elimination
  • Difluoromethyl alcohol derivatives from enolizable and non-enolizable carbonyl compounds using nucleophilic phenylsulfonyldifluoromethylation-reductive desulfonylation strategy
  • Fluoromethylated vicinal ethylenediamines via fluoromethylation of chiral α-aminobutanesulfinimines with (phenylsulfonyl)fluoromethanes followed by reductive desulfonylation and alcoholysis

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

264.0 °F

Flash Point(C)

128.9 °C


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