22259-83-2

Basic information

• Product Name: Benzeneacetonitrile, a-chloro-
• CAS NO: 22259-83-2
• Molecular Formula: C8H6ClN
• Molecular Weight: 151.595
• Mol File: 22259-83-2.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Benzeneacetonitrile, a-chloro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetonitrile, a-chloro-(22259-83-2)
• EPA Substance Registry System: Benzeneacetonitrile, a-chloro-(22259-83-2)

Safety Data

• Hazardous Substances Data: 22259-83-2(Hazardous Substances Data)

Upstream product

• 7462-76-2 (R)-chloro-phenyl-acetic acid amide 
• 25438-37-3 phenyl(trimethylsiloxy)acetonitrile 
• 22259-85-4 cyanobenzyl benzenesulfonate 
• 140-29-4 phenylacetonitrile 
• 7462-76-2 2-chloro-2-phenylacetamide 
• 532-28-5 (RS)-mandelonitrile 
• 100-52-7 benzaldehyde 
• 133870-88-9 (R)-2-(methanesulfonyloxy)-2-phenylacetonitrile 
• 7677-24-9 trimethylsilyl cyanide 
• 41785-40-4 N-(Benzylidin)-α,β-dichloro-α-styrylamin 

Downstream Products

• 15146-07-3 meso-1,2-dicyano-1,2-diphenylethane 
• 140-29-4 phenylacetonitrile 
• 490-55-1 amiphenazole 
• 86-29-3 Diphenylacetonitrile 
• 81794-91-4 1-tert-Butylsulfanyl-2-phenyl-cyclopropane-1,2-dicarbonitrile 
• 4638-79-3 2-chloro-2-phenylacetaldehyde 
• 39822-26-9 (E)-2-cyano-2-phenylcyclopropanecarboxylic acid methyl ester 
• 2450-55-7 diphenyl fumarodinitrile 
• 4591-16-6 diphenylfumaronitrile 
• 15016-11-2 (Z)-2,3-diphenyl-oxirane-2-carbonitrile 
• 360557-73-9 (S)-chloro-phenyl-acetic acid amide 
• 7462-76-2 (R)-chloro-phenyl-acetic acid amide 

Relevant articles and documents

Probing the enantioselectivity of a diverse group of purified cobalt-centred nitrile hydratases

In this study a diverse range of purified cobalt containing nitrile hydratases (NHases, EC 4.2.1.84) from Rhodopseudomonas palustris HaA2 (HaA2), Rhodopseudomonas palustris CGA009 (009), Sinorhizobium meliloti 1021 (1021), and Nitriliruptor alkaliphilus (iso2), were screened for the first time for their enantioselectivity towards a broad range of chiral nitriles. Enantiomeric ratios of >100 were found for the NHases from HaA2 and CGA009 on 2-phenylpropionitrile. In contrast, the Fe-containing NHase from the well-characterized Rhodococcus erythropolis AJ270 (AJ270) was practically aselective with a range of different α-phenylacetonitriles. In general, at least one bulky group in close proximity to the α-position of the chiral nitriles seemed to be necessary for enantioselectivity with all NHases tested. Nitrile groups attached to a quaternary carbon atom were only reluctantly accepted and showed no selectivity. Enantiomeric ratios of 80 and >100 for AJ270 and iso2, respectively, were found for the pharmaceutical intermediate naproxennitrile, and 3-(1-cyanoethyl)benzoic acid was hydrated to the corresponding amide by iso2 with an enantiomeric ratio of >100.

α-chloronitriles production method

The invention relates to a process for the preparation of α-chloronitriles by reaction of cyanohydrins of aldehydes or ketones with phosgene using a phosphine oxide as catalyst.

The reduction of α,β-unsaturated nitriles and α-halonitriles with sodium hydrogen telluride

Sodium hydrogen telluride reacts chemoselectively with α,β- unsaturated nitriles and α-halonitriles linked to aromatic and aliphatic substituents to corresponding saturated nitriles with good yields.