30683-77-3

Basic information

• Product Name: 2-Hydroxycyclohexanecarbonitrile
• Synonyms: 2-Hydroxycyclohexanecarbonitrile
• CAS NO: 30683-77-3
• Molecular Formula: C₇H₁₁NO
• Molecular Weight: 125.16834
• Mol File: 30683-77-3.mol
• Article Data: 10

Chemical Properties

• Melting Point: 46 °C
• Boiling Point: 145-146 °C(Press: 16 Torr)
• Appearance: /
• Density: 1.047 g/cm3(Temp: 25 °C)
• PKA: 14.09±0.40(Predicted)
• CAS DataBase Reference: 2-Hydroxycyclohexanecarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxycyclohexanecarbonitrile(30683-77-3)
• EPA Substance Registry System: 2-Hydroxycyclohexanecarbonitrile(30683-77-3)

Safety Data

• Hazardous Substances Data: 30683-77-3(Hazardous Substances Data)

Upstream product

• 110164-82-4 3-bromo-3a,4,5,6,7,7a-hexahydrobenzo[d]isoxazole 
• 286-20-4 cyclohexane-1,2-epoxide 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 143-33-9 sodium cyanide 
• 4513-77-3 2-cyanocyclohexanone 
• 70367-40-7 3a,4,5,6,7,7a-hexahydro-3-methoxy-1,2-benzisoxazole 
• 151-50-8 potassium cyanide 
• 646-20-8 pimelonitrile 
• 74-90-8 hydrogen cyanide 

Downstream Products

• 1044502-74-0 cis-bis(2-hydroxycyclohexanecarbonitrile)dichloroplatinum (II) 
• 153541-15-2 (1S,2S)-1-cyano-2-(trimethylsilyloxy)cyclohexane 
• 265096-49-9 (1S,2R)-trans-2-hydroxy-1-cyanocyclohexane trimethylsilyl ether 
• 182698-20-0 (1R,2S)-trans-2-hydroxy-1-cyanocyclohexane trimethyl silyl ether 

Relevant articles and documents

Developing a Biocascade Process: Concurrent Ketone Reduction-Nitrile Hydrolysis of 2-Oxocycloalkanecarbonitriles

A stereoselective bioreduction of 2-oxocycloalkanecarbonitriles was concurrently coupled to a whole cell-catalyzed nitrile hydrolysis in one-pot. The first step, mediated by ketoreductases, involved a dynamic reductive kinetic resolution, which led to 2-hydroxycycloalkanenitriles in very high enantio- and diastereomeric ratios. Then, the simultaneous exposure to nitrile hydratase and amidase from whole cells of Rhodococcus rhodochrous provided the corresponding 2-hydroxycycloalkanecarboxylic acids with excellent overall yield and optical purity for the all-enzymatic cascade.

Metal(II) Schiff base complexes as catalysts for the high-regioselective conversion of epoxides to β-hydroxy nitriles in glycol solvents

A facile preparation of 3-hydroxy propanenitrile derivatives is described involving ring opening of epoxides with potassium cyanide in glycol solvents in the presence of Schiff base complexes as catalysts. This method occurs under neutral and mild conditions with high yields and high regioselectivity. Thus, several β-Hydroxy nitriles, useful intermediates toward biologically-active molecules, are easily obtained at room temperature.