135664-53-8

Basic information

• Product Name: 1-benzoylcyclohexane-1-carbonitrile
• Synonyms: 1-benzoylcyclohexane-1-carbonitrile
• CAS NO: 135664-53-8
• Molecular Weight: 213.279
• Mol File: 135664-53-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1-benzoylcyclohexane-1-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzoylcyclohexane-1-carbonitrile(135664-53-8)
• EPA Substance Registry System: 1-benzoylcyclohexane-1-carbonitrile(135664-53-8)

Safety Data

• Hazardous Substances Data: 135664-53-8(Hazardous Substances Data)

Upstream product

• 24214-79-7 cyclohexanone benzoylhydrazone 
• 143-33-9 sodium cyanide 
• 1360557-39-6 1-(phenylsulfinyl)cyclohexanecarbonitrile 
• 98-88-4 benzoyl chloride 
• 93-89-0 benzoic acid ethyl ester 
• 5222-53-7 cyclohexane-1,1-dicarbonitrile 
• 98-80-6 phenylboronic acid 
• 712-50-5 Cyclohexyl phenyl ketone 
• 7500-66-5 (1-bromocyclohexyl)(phenyl)methanone 
• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 
• 27702-92-7 1-(1-cyanocyclohexyl)-2-benzoyldiazene 

Relevant articles and documents

Rhodium-Catalyzed Addition of Aryl Boronic Acids to 2,2-Disubstituted Malononitriles

β-Ketonitriles bearing a quaternary carbon at the 2-position were prepared through Rh-catalyzed addition of aryl boronic acids to 2,2-disubstituted malononitriles. In contrast to the previously described transnitrilative cyanation of aryl boronic acids with dialkylmalononitriles, the present reaction avoids retro-Thorpe collapse of the intermediate addition product through the use of a milder base. The reaction was amenable to a variety of aryl boronic acids and disubstituted malononitriles, providing a diverse array of β-ketonitriles. The products could be further derivatized to valuable chiral α,α-disubstituted-β-aminonitriles through addition reactions to the corresponding N-tert-butanesulfinyl imines.

Electrophilic Cyanation of Boron Enolates: Efficient Access to Various β-Ketonitrile Derivatives

The highly efficient electrophilic cyanation of boron enolates using readily available cyanating reagents, N-cyano-N-phenyl-p-toluenesulfonamide (NCTS) and p-toluenesulfonyl cyanide (TsCN), is reported. Various β-ketonitriles were prepared by this new protocol, which has a remarkably broad substrate scope compared to existing methods. The present method also allowed efficient synthesis of β-ketonitriles containing a quaternary α-carbon center. In addition, a preliminary result with the use of a chiral boron enolate for the enantioselective cyanation reaction is described.

Phase-Transfer Catalyzed Formation of α-Cyano Ketones from Ketone Aroylhydrazones in NaCN(aq)-Inert Organic Solvent System

α-Cyanoalkyl aryl ketones can be obtained from ketone aroylhydrazones by heterogeneous reaction with aqueous sodium cyanide, an inert organic solvent, and acetic acid in the presence of air and a catalytic amount of a quaternary ammonium salt.The initiall