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Key Documents

CF0014

Sigma-Aldrich

Phenylsulfanyltetrafluorobromoethane

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About This Item

Linear Formula:
C8H5BrF4S
CAS Number:
MDL number:
UNSPSC Code:
12352101

form

liquid

reaction suitability

reaction type: C-C Bond Formation

Related Categories

Application

Phenylsulfanyltetrafluoroethyl bromide is a fluoroalkylbromide that is a radical source of the phenylsulfanyltetrafluoroethyl moiety. Alternatively, it can also be selectively metallated at the fluorinated carbon with Turbo Grignard reagent at low temperatures resulting in a thermally unstable anion that can act as a nucleophilic fluoroalkylation reagent towards a wide variety of electrophiles, such as aldehydes, ketones or sulfonylimines. A phenylsulfanyltetrafluoroethyl moiety incorporated in the substrate can be treated with tributyltin hydride and generate the corresponding fluoroalkyl radical. If the substrate lacks any olefins, it can be reduced to tetrafluoroethyl group whereas if the substrate contains an olefin in a correct spatial orientation, it can lead to an intramolecular cyclization affording tetrafluorinated cyclic structures.

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Legal Information

Product of CF Plus Chemicals.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 4 - Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Articles

The fluoroalkylation toolbox now includes Togni reagents, hypervalent iodine perfluoroalkylation reagents, fluoroalkyl bromides, silanes, carboxylates, and sulfonyl fluorides for late stage fluoroalkylation.

The fluoroalkylation toolbox now includes Togni reagents, hypervalent iodine perfluoroalkylation reagents, fluoroalkyl bromides, silanes, carboxylates, and sulfonyl fluorides for late stage fluoroalkylation.

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