Skip to Content
Merck
All Photos(1)

Key Documents

CF0014

Sigma-Aldrich

Phenylsulfanyltetrafluorobromoethane

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
C8H5BrF4S
CAS Number:
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.22

form

liquid

reaction suitability

reaction type: C-C Bond Formation

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.

Automate your fluorination reactions with Synple Automated Synthesis Platform (SYNPLE-SC002)

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


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Sorry, we don't have COAs for this product available online at this time.

If you need assistance, please contact Customer Support.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Articles

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

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

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

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service