303728-44-1

Basic information

• Product Name: 4-Cyano-4-phenylcyclohex-1-enyl acetate
• Synonyms: 4-Cyano-4-phenylcyclohex-1-enyl acetate
• CAS NO: 303728-44-1
• Molecular Weight: 241.29
• Mol File: 303728-44-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4-Cyano-4-phenylcyclohex-1-enyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Cyano-4-phenylcyclohex-1-enyl acetate(303728-44-1)
• EPA Substance Registry System: 4-Cyano-4-phenylcyclohex-1-enyl acetate(303728-44-1)

Safety Data

• Hazardous Substances Data: 303728-44-1(Hazardous Substances Data)

Upstream product

• 108-22-5 Isopropenyl acetate 
• 25115-74-6 4-cyano-4-phenylcyclohexanone 

Downstream Products

• 25115-74-6 4-cyano-4-phenylcyclohexanone 
• 199383-77-2 (S)-4-Cyano-4-phenylcyclohex-1-enyl acetate 

Relevant articles and documents

Desymmetrisation of 4,4-disubstituted cyclohexanones by enzyme-catalysed resolution of their enol acetates

Enol acetates 3 10 derived from prochiral 4,4-disubstituted cyclohexanones can be resolved with Pseudomonas fiuorescens lipase to give enantiomerically pure (>99% ee) enol esters by transesterification with n-BuOH. The product ketones are prochiral and can easily be recycled giving an overall desymmetrisation of the ketone. Highest selectivity was obtained for substrates containing a 4-cyano and 4-aryl or a 4-benzyloxy substituent. The methodology was compared to asymmetric deprotonation-enolate trapping using the chiral base (S,S)-bis(α-methylbenzyl)amide which gave low (54-64%) ee's for this class of ketones.