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Merck
CN

CF0017

Sigma-Aldrich

Imidazolyltetrafluorobromoethane

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About This Item

Linear Formula:
C5H3BrF4N2
CAS Number:
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.22
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form

liquid

reaction suitability

reaction type: C-C Bond Formation

SMILES string

FC(F)(Br)C(F)(F)[n]1cncc1

InChI

1S/C5H3BrF4N2/c6-4(7,8)5(9,10)12-2-1-11-3-12/h1-3H

InChI key

WHWVFYIPMIWMMK-UHFFFAOYSA-N

Application

Imidazolyltetrafluorobromoethane is a fluoroalkylbromide that is a radical source of the imidazolyltetrafluoroethyl 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.

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Legal Information

Product of CF Plus Chemicals.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Articles

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

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