823-19-8

Basic information

• Product Name: 3-Hydroxycyclohexanone
• Synonyms: 3-Hydroxycyclohexanone;3-hydroxycyclohexan-1-one;Cyclohexanone, 3-hydroxy-
• CAS NO: 823-19-8
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.14
• Mol File: 823-19-8.mol
• Article Data: 45

Chemical Properties

• Boiling Point: 95 °C(Press: 1 Torr)
• Appearance: /
• Density: 1.142±0.06 g/cm3(Predicted)
• Storage Temp.: 4°C
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• PKA: 14.34±0.20(Predicted)
• Stability: Volatile
• CAS DataBase Reference: 3-Hydroxycyclohexanone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Hydroxycyclohexanone(823-19-8)
• EPA Substance Registry System: 3-Hydroxycyclohexanone(823-19-8)

Safety Data

• Hazardous Substances Data: 823-19-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron, 50, p. 3843, 1994 DOI: 10.1016/S0040-4020(01)90404-1Tetrahedron Letters, 36, p. 3031, 1995 DOI: 10.1016/0040-4039(95)00419-D

Upstream product

• 51272-66-3 6,7-dioxa-bicyclo(3.2.1)octane 
• 505-03-3 5-oxohexanal 
• 50338-46-0 1-Trimethylsiloxy-bicyclo[3.1.0]hexan 
• 504-01-8 cyclohexane-1,3-diol 
• 108-93-0 cyclohexanol 
• 73223-83-3 1,4-dioxaspiro[4,5]decan-9-ol 
• 58564-88-8 7-oxa-bicyclo[2.2.1]heptan-2-one 
• 930-68-7 cyclohexenone 
• 110-82-7 cyclohexane 
• 108-46-3 recorcinol 
• 302577-72-6 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohexan-1-one 
• 504-02-9 1,3-cylohexanedione 
• 6705-49-3 7-oxabicyclo[4.1.0]heptan-2-one 

Downstream Products

• 199459-13-7 1-(2-benzo[b]thiopheneyl)-1,3-cyclohexanediol 
• 504-02-9 1,3-cylohexanedione 
• 1260250-18-7 (R)-3-oxocyclohexyl acetate 
• 166019-39-2 (S)-(+)-3-hydroxycyclohexanone 
• 165879-90-3 (R)-3-hydroxycyclohexane-1-one 
• 53164-77-5 3-oxocyclohexyl acetate 
• 1419168-58-3 (S)-3-oxocyclohexyl benzoate 
• 199459-14-8 3-azido-3-(2-benzo[b]thiopheneyl)cyclohexanol 
• 199459-15-9 3-Amino-3-benzo[b]thiophen-2-yl-cyclohexanol 

Relevant articles and documents

Heterogeneous epoxidation of menadione with hydrogen peroxide over the zeolite imidazolate framework ZIF-8

The zeolite imidazolate framework ZIF-8 exhibits superior catalytic performance in the epoxidation of the electron-deficient CC bond in menadione using aqueous hydrogen peroxide as the oxidant. The catalysis has a truly heterogeneous nature and the framework structure remains intact. This is the first example of oxidation catalysis with ZIF-8.

Hydrogenation of Phenol to Cyclohexanone over Bifunctional Pd/C-Heteropoly Acid Catalyst in the Liquid Phase

Abstract: Cyclohexanone is an important intermediate in the manufacture of polyamides in chemical industry, but direct selective hydrogenation of phenol to cyclohexanone under mild conditions is a challenge. Hydrogenation of phenol to cyclohexanone has been investigated in the presence of the composite catalytic system of Pd/C-heteropoly acid. 100% conversion of phenol and 93.6% selectivity of cyclohexanone were achieved within 3?h under 80?°C and 1.0?MPa hydrogen pressure. It has been found that a synergetic effect of Pd/C and heteropoly acid enhanced the catalytic performance of the composite catalytic system which suppressed the hydrogenation of cyclohexanone to cyclohexanol. Graphic Abstract: [Figure not available: see fulltext.].

Amorphous Cr/SiO2 Materials Hydrothermally Treated: Liquid Phase Cyclohexanol Oxidation

Abstract: Amorphous Cr–SiO2 materials were synthesized by the sol–gel method and hydrothermally treated at temperatures between 150 and 220?°C. These materials were used as catalysts for cyclohexanol oxidation with H2O2 as oxidant and CH3CN as a solvent. They were responsible for the decomposition of H2O2, which triggers, by a free?radical mechanism in the homogeneous phase, the oxidation or degradation of the hydrocarbon chain. Metal leaching causes a drop in catalytic activity when the material is recycled. Studies on the hydrothermal treatment effect on the leaching process have demonstrated that the higher the hydrothermal treatment temperature, the higher the metal/support interaction, leading to a diminution of the leaching process. Under mild reaction conditions, and using TBHP as oxidant, leaching was reduced, and improvements were obtained on the selectivity towards the formation of cyclohexanone. The use of these catalysts in the oxidation of verbenol, an allylic alcohol, showed a significant increase in the substrate conversion and in the selectivity to carbonyl derivative formation. Graphical Abstract: [Figure not available: see fulltext.].