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Key Documents

Safety Information

CF0017

Sigma-Aldrich

Imidazolyltetrafluorobromoethane

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About This Item

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

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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

CF0017-1G:


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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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