Fluorobis(phenylsulfonyl)methane

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Products Intro: Product Name:Bis(phenylsulfonyl)fluoromethane
CAS:910650-82-7
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Products Intro: Product Name:1,1'-[(Fluoromethylene)bis(sulfonyl)]bis-benzene
CAS:910650-82-7
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Products Intro: Product Name:Fluorobis(phenylsulfonyl)methane
CAS:910650-82-7
Purity:98% Package:50kg;25kg;10kg;5kg;500g;500mg;
Fluorobis(phenylsulfonyl)methane Basic information
Product Name:Fluorobis(phenylsulfonyl)methane
Synonyms:Fluorobis(phenylsulfonyl)methane;1,1'-[(Fluoromethylene)bis(sulfonyl)]bis-benzene;Benzene, 1,1'-[(fluoromethylene)bis(sulfonyl)]bis-;Bis(phenylsulfonyl)fluoromethane;(Fluoromethylenedisulfonyl)dibenzene;1,1'-[(fluoromethylene)bis(sulfonyl)]bis-benzene
CAS:910650-82-7
MF:C13H11FO4S2
MW:314.35
EINECS:
Product Categories:
Mol File:910650-82-7.mol
Fluorobis(phenylsulfonyl)methane Structure
Fluorobis(phenylsulfonyl)methane Chemical Properties
Melting point 114-115℃ (hexane )
Boiling point 539.6±50.0 °C(Predicted)
density 1.408±0.06 g/cm3(Predicted)
Safety Information
Safety Statements 24/25
HS Code 29350090
MSDS Information
Fluorobis(phenylsulfonyl)methane Usage And Synthesis
DescriptionFluorobis(phenylsulfonyl)methane (FBSM), can be deprotonated under much milder basic conditions than those required for the deprotonation of fluoromethyl phenyl sulfone, and thus has been used as an excellent nucleophilic fluoromethylation reagent in many catalytic asymmetric reactions with allyl esters, imines, and α,β-unsaturated compounds. Stereoselctive nucleophilic substitution reaction between chiral alcohols and FBSM under Mitsunobu conditions gives the fluoromethylated products with full inversion of the configuration. Nucleophilic substitution reaction of epoxides and aziridines with FBSM gives the precursors of β-fluoromethylated alcohols and amines in high yields. As a carbon acid, FBSM can also be used in cross dehydrogenative coupling reaction.
Uses(Fluoromethylenedisulfonyl)dibenzene is a nucleophilic fluoromethylating agent.
Reactions(1) Monofluoromethylation of allyl esters.
Fluorobis(phenylsulfonyl)methane
(2) Monofluoromethylation of Morita–Baylis–Hillman carbonates.
Fluorobis(phenylsulfonyl)methane
(3) Monofluoromethylation of imines.
Fluorobis(phenylsulfonyl)methane
(4) Monofluoromethylation of α,β-unsaturated ketones and aldehydes.
Fluorobis(phenylsulfonyl)methane
(5) Monofluoromethylation of α,β-unsaturated ketones and aldehydes.
Fluorobis(phenylsulfonyl)methane
(6) Monofluoromethylation of epoxides.
Fluorobis(phenylsulfonyl)methane
(7) Monofluoromethylation of aldehydes.
Fluorobis(phenylsulfonyl)methane
(8) Monofluoromethylation of tertiary amines.
Fluorobis(phenylsulfonyl)methane
References[1] HYOUNG WOOK MOON; Dae Y K; Min Je Cho. Enantioselective conjugate addition of fluorobis(phenylsulfonyl)methane to α,β-unsaturated ketones catalyzed by chiral bifunctional organocatalysts[J]. Tetrahedron Letters, 2009. DOI:10.1016/j.tetlet.2009.06.056.
[2] XIAOMING ZHAO. ChemInform Abstract: Highly Regioselective Pd-Catalyzed Allylic Alkylation of Fluorobis(phenylsulfonyl)methane[J]. ChemInform, 2011. DOI:10.1002/chin.201118076.
[3] G. K. SURYA PRAKASH. Efficient Nucleophilic Fluoromethylation and Subsequent Transformation of Alkyl and Benzyl Halides Using Fluorobis(phenylsulfonyl)methane[J]. Organic Letters, 2009. DOI:10.1021/ol8029627.
Fluorobis(phenylsulfonyl)methane Preparation Products And Raw materials
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