CF0014

Phenylsulfanyltetrafluorobromoethane

• Linear Formula: C₈H₅BrF₄S
• CAS Number: 83015-33-2
• MDL number: MFCD27996155
• UNSPSC Code: 12352101
• NACRES: NA.22

Properties

• form: liquid
• reaction suitability: reaction type: C-C Bond Formation
• SMILES string: FC(F)(Sc1ccccc1)C(F)(F)Br
• InChI: 1S/C8H5BrF4S/c9-7(10,11)8(12,13)14-6-4-2-1-3-5-6/h1-5H
• InChI key: ACKRNLPIVVTRML-UHFFFAOYSA-N

Description

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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Other Notes

Technology Spotlight: Fluoroalkylation: Expansion of Togni Reagents

Legal Information

Product of CF Plus Chemicals.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H319,H413
• Precautionary Statements: P273 - P305 + P351 + P338
• Hazard Classifications: Aquatic Chronic 4 - Eye Irrit. 2
• Storage Class Code: 10 - Combustible liquids
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable