Fluoromethyl phenyl sulfone

Synonym
Product Category
Product Code
CAS Number
MDL Number
Pubchem SID
Reaxys RN
PhSO2CH2F,Fluoromethylsulfonylbenzene
Fluoromethylating Reagents
KUMI1F08
20808-12-2
MFCD00191650
87570113
2089942
image-155171-Trimethyl(trifluoromethyl)silane_reagent.png
Chemical Name
Molecular Formula
Molecular Weight
Assay(Analysis Method)
Appearance
Melting Point
Packaging
Storage
Fluoromethyl phenyl sulfone
C7H7FO2S
174.19
≥98.0%(HPLC)
Colorless to Pale yellow Liquid(viscous)
51-55°C
5g,10g,50g,100g and 500g
Store  at room temperature
Fluoromethyl phenyl sulfone(PhSO2CH2F) is a useful nucleophilic monofluoromethylation reagent for the synthesis of fluoromethyl alcohols and amines. In the nucleophilic reaction step, strong bases such as LiHMDS and n-BuLi are used to generate the nucleophilic (phenylsulfonyl)fluoromethyl anion. In the desulfonylation step, sodium/mercury amalgam and magnesium are the commonly used reductive reagents. Besides, the addition reaction between fluoromethyl phenyl sulfone and carbonyls can be used to prepare monofluoroaklenes via acylation–elimination.
A Novel and Efficient Synthesis of Fluoromethyl Phenyl Sulphone and Its Use as a Fluoromethyl Wittig Equivalent.[1]
Stereoselective nucleophilic monofluoromethylation of N-(tert- butanesulfinyl)imines with fluoromethyl phenyl sulfone. [2]
Nucleophilic fluoroalkylation of α,β-enones, arynes, and activated alkynes with fluorinated sulfones: Probing the hard/soft nature of fluorinated carbanions.[3]
Stereoselective monofluoromethylation of N-tert-butylsulfinyl ketimines using pregenerated fluoro(phenylsulfonyl)methyl anion.[4]
Synthesis of fluorinated β-ketosulfones and gem-disulfones by nucleophilic fluoroalkylation of esters and sulfinates with di- and monofluoromethyl sulfones.[5]
References:
[1] M. Inbasekaran, N.P.Peet, J.R.McCarthy,M.E.LeTourneau, J. Chem. Soc., Chem. Commun., 1985,10,pp 678-679.
[2] Y. Li, C.Ni, J.Liu, L.Zhang, J.Zhang,L.Zhu,J.Hu, Org. Lett., 2006, 8(8), pp 1693-1696.
[3] C.Ni, L.Zhang, J.Hu, J.Org. Chem.,2008,73(15), pp 5699-5713.
[4] J. Liu, L.Zhang, J. Hu, Org. Lett., 2008, 10(23), pp 5377-5380.
[5] J. Liu, L.Zhang, J. Hu, Org. Lett., 2009, 74(10), pp 3767-3771.
Signal Word
Hazard Statements
Precautionary Statements
HS Code
RIDADR
Legal Information
Warning
H315,H319
P264,P280
29309098
NONH for all modes of transport

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