52923-21-4

Basic information

• Product Name: Benzeneacetonitrile, 2-bromo-a-hydroxy-
• CAS NO: 52923-21-4
• Molecular Formula: C8H6BrNO
• Molecular Weight: 212.046
• Mol File: 52923-21-4.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: Benzeneacetonitrile, 2-bromo-a-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetonitrile, 2-bromo-a-hydroxy-(52923-21-4)
• EPA Substance Registry System: Benzeneacetonitrile, 2-bromo-a-hydroxy-(52923-21-4)

Safety Data

• Hazardous Substances Data: 52923-21-4(Hazardous Substances Data)

Upstream product

• 2039-88-5 2-bromostyrene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 7677-24-9 trimethylsilyl cyanide 
• 194594-26-8 α-[(trimethylsilyl)oxy]-α-(o-bromophenyl)acetonitrile 
• 74-90-8 hydrogen cyanide 
• 151-50-8 potassium cyanide 

Downstream Products

• 52923-26-9 (S)-2-bromo-mandelic acid 
• 32345-77-0 (R)-(-)-2-bromo-mandelic acid 
• 6630-33-7 ortho-bromobenzaldehyde 
• 88-65-3 2-bromobenzoic-acid 
• 88562-26-9 2-bromobenzoyl cyanide 
• 21165-17-3 o-bromo mandelamide 
• 122394-38-1 (2-bromophenyl)-oxoacetic acid methyl ester 
• 21165-13-9 methyl 2-(2-bromophenyl)-2-hydroxyacetate 
• 1346425-02-2 1-(2-bromobenzyl)pyrrolidine-2-carbonitrile 
• 126644-05-1 acetoxy-2-bromophenylacetonitrile 
• 958633-17-5 (R)-(-)-hydroxy-2-bromophenylacetonitrile 
• 570361-05-6 2-(2-bromophenyl)-2-hydroxyacetonitrile 
• 194594-34-8 (2-Bromo-phenyl)-(tert-butyl-dimethyl-silanyloxy)-acetic acid ethyl ester 
• 58046-15-4 O-(Diphenylphosphinoyl)-benzaldehyd-cyanhydrin 

Relevant articles and documents

Constructing a triangular metallacycle with salen-Al and its application to a catalytic cyanosilylation reaction

A triangular metallosalen-based metallacycle was constructed in quantitative yield by the self-assembly of a 180° bis(pyridyl)salen-Al complex and a 60° diplatinum(ii) acceptor in a 1?:?1 stoichiometric ratio. This metallacycle was then successfully used to cyanosilylate a wide range of benzaldehydes with trimethylsilyl cyanide.

CO2-Enabled Cyanohydrin Synthesis and Facile Iterative Homologation Reactions**

Thermodynamic and kinetic control of a chemical process is the key to access desired products and states. Changes are made when a desired product is not accessible; one may manipulate the reaction with additional reagents, catalysts and/or protecting groups. Here we report the use of carbon dioxide to accelerate cyanohydrin synthesis under neutral conditions with an insoluble cyanide source (KCN) without generating toxic HCN. Under inert atmosphere, the reaction is essentially not operative due to the unfavored equilibrium. The utility of CO2-mediated selective cyanohydrin synthesis was further showcased by broadening Kiliani–Fischer synthesis under neutral conditions. This protocol offers an easy access to a variety of polyols, cyanohydrins, linear alkylnitriles, by simply starting from alkyl- and arylaldehydes, KCN and an atmospheric pressure of CO2.

Acceptorless and Base-free Dehydrogenation of Cyanohydrin with (η6-Arene)halide(Bidentate Phosphine)ruthenium(II) Complex

Ruthenium-catalyzed dehydrogenation of cyanohydrins under acceptorless and base-free conditions was demonstrated for the first time in the synthesis of acyl cyanide. As opposed to the thermodynamically preferred elimination of hydrogen cyanide, the dehydrogenation of cyanohydrins could be kinetically controlled with ruthenium (II) bidentate phosphine complexes. The effects of the arene, phosphine ligands and counter anions were investigated in regard to catalytic activity and selectivity. Selective dehydrogenation can occur via β-hydride elimination with the experimentally observed [(alkoxide)Ru] complex. (Figure presented.).