CAS 17201-43-3: 4-Cyanobenzyl bromide

4-(Bromomethyl)benzonitrile

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

4-Cyanobenzyl bromide is a chemical compound that is stable in the presence of hydrogen bonds and with a palladium-catalyzed coupling reaction. It has been shown to react with amines to form an azobenzene, which is a fluorescent compound. 4-Cyanobenzyl bromide reacts with x-ray diffraction data and molecular modeling to form halides and hydroxy groups. The mechanism of this reaction is not yet known, but it appears that the initial step involves the formation of a hydrogen bond between the 4-cyanobenzyl group and the amine. Magnetic resonance spectroscopy has confirmed that hippuric acid can be formed from this reaction as well.

4-(Bromomethyl)benzonitrile is used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile. It is also useful in the preparation of 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile by reaction with 2H-tetrazole in the presence of potassium hydroxide. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications A benzyl halide as postemergence herbicides. Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package References Singer, G.M., et al.: J. Med. Chem., 26, 309 (1983),