Difluoromethyl phenyl sulfone

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem SID
Reaxys RN
((Difluoromethyl)sulfonyl)benzene,PhSO2CF2H
Difluoromethylating Reagent
KUMI2F25
1535-65-5
MFCD01050170
329765583
2259218
image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
Molecular Weight
Assay
Appearance
Melting Point
Boiling Point
Packaging
Storage
Difluoromethyl phenyl sulfone
C7H6F2O2S
192.18
≥98%(GC)
Colorless Liquid to Light yellow Slurry or Solid
24.7-25ºC
115-120ºC
5g,10g,50g,100g,500g,1kg and 25kg
Store at room temperature
Difluoromethyl phenyl sulfone(PhSO2CF2H) can be used for nucleophilic difluoro(phenylsulfonyl)methylation of carbonyls, reductive silylation and the preparation of trifluoro- and difluoromethylsilanes, fluoroalkylation/chloroalkylation of α,β-enones, arynes, acetylenic ketones and other Michael acceptors and difluoromethylation of primary alkyl halides . It is also used in preparation of α-difluoromethyl amines, anti-difluoropropanediols, β-difluoromethylated and β-difluoromethylenated alcohols and amines, difluoroalkenes, difluoromethyl alcohol derivatives and fluoromethylated vicinal ethylenediamines.
Difluoromethyl Phenyl Sulfone as a Selective Difluoromethylene Dianion Equivalent: One-Pot Stereoselective Synthesis of anti-2,2-Difluoropropane-1,3-diols. [1]
Difluoromethyl phenyl sulfone, a difluoromethylidene equivalent: Use in the synthesis of 1,1-difluoro-1-alkenes. [2]
Nucleophilic difluoromethylation of primary alkyl halides using difluoromethyl phenyl sulfone as a difluoromethyl anion equivalent. [3]
Convenient synthesis of difluoromethyl alcohols from both enolizable and non-enolizable carbonyl compounds with difluoromethyl phenyl sulfone. [4]
Stereoselective synthesis of Di- and monofluoromethylated vicinal ethylenediamines with Di- and monofluoromethyl sulfones. [5]
Highly Diastereoselective Synthesis of α-Difluoromethyl Amines from N-tert-Butylsulfinyl Ketimines and Difluoromethyl Phenyl Sulfone. [6]
Radical (Phenylsulfonyl)difluoromethylation of Isocyanides with PhSO2CF2H under Transition-Metal-Free Conditions. [7]
References:
[1] G.K.S. Prakash, J.Hu, T. Mathew, G.A.Olah, Angew. Chem. Int. Ed., 2003,42(42),pp 5216-5219.
[2] G.K.S. Prakash, J.Hu, Y.Wang, G.A.Olah, Angew. Chem. Int. Ed., 2004,43(39),pp 5203-5206.
[3] G.K.S. Prakash, J.Hu, Y.Wang, G.A.Olah, Org. Lett., 2004, 6(23),pp 4315-4317.
[4] G.K.S. Prakash, J.Hu, Y.Wang, G.A.Olah, Euro. J. Org.Chem.,2005, 11,pp 2218-2223.
[5] J.Liu, Y.Li,J.Hu,J.Org.Chem., 2007,72(8),pp 3119-3121.
[6] J.Liu, J.Hu, Chem. (A Euro. J.), 2010,16(37),pp 11443-11454.
[7] P.Xiao, J.Rong, C.Ni, J. Guo, X. Li, D. Chen, J. Hu, Org. Lett., 2016, 18(22),pp 5912-5915.
Signal Word
Hazard Statements
Precautionary Statements
HS Code
RIDADR
Legal Information
Warning
H315,H319
P305+P351+P338
2930.90.2900
NONH for all modes of transport

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