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CF0033

Sigma-Aldrich

Phenylsulfanyltetrafluoroethanesulphonyl fluoride

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About This Item

Linear Formula:
C8H5F5O2S2
CAS Number:
MDL number:
UNSPSC Code:
12352101

form

liquid

reaction suitability

reaction type: C-C Bond Formation

Application

Phenylsulfanyltetrafluoroethanesulfonyl fluoride serves as a moderately reactive phenylsulfanyltetrafluoroethanesulfonylation reagent. A phenylsulfanyltetrafluoroethyl moiety incorporated in the substrate can be treated with tributyltin hydride and generate the corresponding fluoroalkyl radical which can add to neighbouring olefins, creating tetrafluorinated carbocycles. If the substrate lacks any olefins, it can be reduced to a tetrafluoroethyl group. Generally, fluoroalkylsulfonylation of the amine nitrogen greatly lowers the pKa value of the N-H and can be used to modulate the behaviour of the drug candidate or build additional molecular complexity around the highly acidic fluoroalkylsulfonamide nitrogen.

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Legal Information

Product of CF Plus Chemicals.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Fluoroalkylation toolbox expands with various reagents for late-stage fluoroalkylation in organic synthesis and medicinal chemistry.

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