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TCI

CAS 22115-41-9

2-Cyanobenzyl Bromide TCI C1556

2-Cyanobenzyl Bromide TCI C1556

Chemical Identity

Other names
2-(Bromomethyl)benzonitrile · alpha-Bromo-o-tolunitrile
CAS No.
22115-41-9
PubChem
CID 89599·SID 87566553
Formula
C8H6BrN
Molecular weight
196.05 g/mol
Purity
>98.0%(GC)
Reference databases
ECHA
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
2-(bromomethyl)benzonitrile
SMILES
C1=CC=C(C(=C1)CBr)C#N
InChIKey
QGXNHCXKWFNKCG-UHFFFAOYSA-N
MDL
MDL00001794
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TCI C1556 2-Cyanobenzyl bromide is a highly reactive benzylic halide bearing a nitrile group ortho to the bromomethyl position. It reacts rapidly with amines, thiols, phenols, and stabilized carbanions, making it an efficient reagent for installing the 2-cyanobenzyl fragment onto a target molecule. The ortho nitrile can subsequently be reduced, hydrolyzed, or cyclized to give isoindolinones and related pharmaceutically relevant heterocycles. AMI Scientific offers this TCI reagent in 10 g and 25 g packs; because benzylic bromides are lachrymatory and irritating, all handling should be carried out in a fume hood.

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