108168-70-3

Basic information

• Product Name: Cyclohexanecarbonitrile, 1-hydroxy-2-(1-methylethyl)-, (1R,2S)-rel- (9CI)
• Synonyms: Cyclohexanecarbonitrile, 1-hydroxy-2-(1-methylethyl)-, (1R,2S)-rel- (9CI)
• CAS NO: 108168-70-3
• Molecular Formula: C₁₀H₁₇NO
• Molecular Weight: 167.24808
• Product Categories: ISOPROPYL
• Mol File: 108168-70-3.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Cyclohexanecarbonitrile, 1-hydroxy-2-(1-methylethyl)-, (1R,2S)-rel- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanecarbonitrile, 1-hydroxy-2-(1-methylethyl)-, (1R,2S)-rel- (9CI)(108168-70-3)
• EPA Substance Registry System: Cyclohexanecarbonitrile, 1-hydroxy-2-(1-methylethyl)-, (1R,2S)-rel- (9CI)(108168-70-3)

Safety Data

• Hazardous Substances Data: 108168-70-3(Hazardous Substances Data)

Upstream product

• 1004-77-9 2-isopropylcyclohexanone 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 96-07-1 2-Isopropylcyclohexanol 
• 88-69-7 2-(1-methylethyl)phenol 
• 151-50-8 potassium cyanide 

Relevant articles and documents

Hydroxynitrile lyase-catalyzed addition of HCN to 2- and 3-substituted cyclohexanones

The addition of HCN to monosubstituted cyclohexanones yielding cyanohydrins is strongly catalyzed by hydroxynitrile lyases (HNLs). With PaHNL from bitter almonds, the addition to 2-alkyl cyclohexanones 1b-g is highly (R)-selective, whereas the methyl compound 1a reacts (S)-selectively. With MeHNL from cassava, all 2-alkyl derivatives 1 react (S)-selectively. The catalytic activity of both PaHNL and MeHNL decreases with increasing size of the substituent in substrates 1. The diastereoselectivity of HCN additions to 2-alkoxy cyclohexanones 4 and 3-substituted cyclohexanones 6, however, is only moderate. The absolute configuration of the synthesized cyanohydrins was determined by X-ray crystallography of O-p-bromobenzoyl derivatives. Graphical Abstract.