[Difluoro(phenylsulfonyl)methyl]trimethylsilane

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem SID
Reaxys RN
Me3SiCF2SO2Ph,[benzenesulfonyl(difluoro)methyl]-trimethylsilane
Difluoromethylating Reagents
KUMI2F18
536975-50-5

10989156
9481667
image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
Molecular Weight
Assay
Appearance
Boiling Point
Packaging
Storage
[Difluoro(phenylsulfonyl)methyl]trimethylsilane
C10H14F2O2SSi
264.36
≥98%(HPLC)
Colorless Liquid
112-114ºC(1 Torr)
1ml,5ml,10ml and 50ml
Store at room temperature
A much milder nucleophilic difluoromethylating reagent than difluoromethyl phenyl sulfone. Difluoro(phenylsulfonyl)methyl can be transferred to aldehydes, ketones, alkyl halides, and non-activated imines, under the action of lewis bases such as tetrabutylammonium triphenyldifluorosilicate(TBAT), potassium fluoride, potassium hydrodifluoride, and potassium carbonate.
Stereoselective synthesis of α-difluoromethyl-β-amino alcohols via nucleophilic difluoromethylation with Me3SiCF2SO2Ph. [1]
Nucleophilic (phenylsulfonyl)difluoromethylation of alkyl halides using PhSO2CF2SiMe3  Preparation of gem-difluoroalkenes and trifluoromethyl compounds. [2]
Reactions of sulfur- and phosphorus-substituted fluoroalkylating silicon reagents with imines and enamines under acidic conditions.[3]
References:
[1] L.Li, C. Ni, F.Wang, J. Hu, Tetrahedron Lett.,2008, 49(10), pp 1605-1608.
[2] L.Zhu, Y.Li, Y. Zhao, J. Hu, Tetrahedron Lett., 2010,51(47), pp 6150-6152.
[3] M.D.Kosobokov, A.D.Dilman, M. I. Struchkova, P.A. Belyakov,J.Hu, J. Org. Chem., 2012,77(4),pp 2080-2086.
Signal Word
Hazard Statements
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HS Code
RIDADR
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