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CF0015

Sigma-Aldrich

4-Bromophenoxytetrafluorobromoethane

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About This Item

Linear Formula:
C8H4Br2F4O
CAS Number:
113939-45-0
MDL number:
MFCD31546217
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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Other Notes

Technology Spotlight: Fluoroalkylation: Expansion of Togni Reagents

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

Certificates of Analysis (COA)

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Articles

Fluoroalkylation: Expansion of Togni Reagents

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

Fluoroalkylation: Expansion of Togni Reagents

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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