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Key Documents

CF0015

Sigma-Aldrich

4-Bromophenoxytetrafluorobromoethane

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About This Item

Linear Formula:
C8H4Br2F4O
CAS Number:
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.22

form

liquid

reaction suitability

reaction type: C-C Bond Formation

InChI

1S/C8H4Br2F4O/c9-5-1-3-6(4-2-5)15-8(13,14)7(10,11)12/h1-4H

InChI key

MHPXJSIMKFXETB-UHFFFAOYSA-N

Application

4-Bromophenoxytetrafluoroethyl bromide is a fluoroalkylbromide that is a radical source of the 4-bromophenoxytetrafluoroethyl 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.The aromatic bromide can be further subjected to Pd-catalyzed cross-coupling reactions to build molecular complexity.

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Legal Information

Product of CF Plus Chemicals.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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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