945-49-3

Basic information

• Product Name: Cyclohexyl(phenyl)methanol
• Synonyms: cyclohexylphenyl-methano;Phenylcyclohexylmethanol;α-Cyclohexylbenzenemethanol;1-(5-Methyl-3-phenylisoxazol-4-yl)ethan-1-ol;4-(1-Hydroxyethyl)-5-methyl-3-phenylisoxazole;Cyclohexyl(phenyl)carbinol, [Hydroxy(phenyl)methyl]cyclohexane;CYCLOHEXYL(PHENYL)METHANOL;AURORA KA-6956
• CAS NO: 945-49-3
• Molecular Formula: C₁₃H₁₈O
• Molecular Weight: 190.28
• Product Categories: Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 945-49-3.mol
• Article Data: 242

Chemical Properties

• Melting Point: 48℃
• Boiling Point: 305.1°Cat760mmHg
• Flash Point: 128.1°C
• Appearance: /
• Density: 1.039g/cm³
• Vapor Pressure: 0.000368mmHg at 25°C
• Refractive Index: 1.55
• PKA: 14.36±0.20(Predicted)
• CAS DataBase Reference: Cyclohexyl(phenyl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexyl(phenyl)methanol(945-49-3)
• EPA Substance Registry System: Cyclohexyl(phenyl)methanol(945-49-3)

Safety Data

• Hazard Codes: Xi
• Safety Statements: S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 945-49-3(Hazardous Substances Data)

Usage

General Description

Cyclohexyl(phenyl)methanol, also known as cyclohexylbenzyl alcohol, is a chemical compound with the molecular formula C13H18O. It is a clear, colorless liquid with a faint aromatic odor. Cyclohexyl(phenyl)methanol is used in the production of various industrial and consumer products, such as fragrances, flavorings, and pharmaceuticals. It can also be used as a solvent, a catalyst in chemical reactions, and a chemical intermediate in the manufacturing of other organic compounds. Cyclohexyl(phenyl)methanol has mild to moderate acute toxicity and should be handled and used with appropriate safety precautions to prevent exposure and potential health risks.

InChI:InChI=1/C13H18O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1,3-4,7-8,12-14H,2,5-6,9-10H2

Upstream product

• 591-50-4 iodobenzene 
• 2043-61-0 cyclohexanecarbaldehyde 
• 934-56-5 trimethyl(phenyl)stannane 
• 100-52-7 benzaldehyde 
• 100-58-3 phenylmagnesium bromide 
• 712-50-5 Cyclohexyl phenyl ketone 
• 1282511-41-4 C₂₅H₂₈OSi 
• 3262-89-3 triphenylboroxine 
• 119-61-9 benzophenone 
• 5123-13-7 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane 
• 931-50-0 cyclohexylmagnesium bromide 
• 960-71-4 triphenylborane 
• 98-80-6 phenylboronic acid 
• 108-86-1 bromobenzene 

Downstream Products

• 4714-09-4 1-benzylcyclohexene 
• 72955-04-5 N-(cyclohexyl-phenyl-methyl)-benzamide 
• 75814-30-1 R-(-)-cyclohexylphenylmethyl 3-phenyl-2-propenoate 
• 827-52-1 1-phenyl-1-cyclohexane 
• 3178-23-2 dicyclohexylmethane 
• 34877-64-0 2-phenyl-1-oxaspiro[2,5]octane 
• 22612-69-7 1-phenylcyclohexane-1-carbaldehyde 
• 4410-75-7 (cyclohexylmethyl)benzene 
• 861316-23-6 1-benzylcyclohexane-1,2-diol 
• 1193397-35-1 R-cyclohexyl(phenyl)methanol acetate 
• 945-49-3 (S)-cyclohexylphenylmethanol 
• 945-49-3 (R)-cyclohexylphenylmethanol 
• 1351371-83-9 4-(cyclohexylphenylmethoxy)piperidine 
• 712-50-5 Cyclohexyl phenyl ketone 

Relevant articles and documents

Bio-inspired asymmetric aldehyde arylations catalyzed by rhodium-cyclodextrin self-inclusion complexes

Transition-metal catalysts are powerful tools for carbon-carbon bond-forming reactions that are difficult to achieve using native enzymes. Enzymes that exhibit inherent selectivities and reactivities through host-guest interactions have inspired widesprea

Manganese catalyzed asymmetric transfer hydrogenation of ketones

The asymmetric transfer hydrogenation (ATH) of a wide range of ketones catalyzed by manganese complex as well as chiral PxNy-type ligand under mild conditions was investigated. Using 2-propanol as hydrogen source, various ketones could be enantioselectively hydrogenated by combining cheap, readily available [MnBr(CO)5] with chiral, 22-membered macrocyclic ligand (R,R,R',R')-CyP2N4 (L5) with 2 mol% of catalyst loading, affording highly valuable chiral alcohols with up to 95% ee.

Metal-Organic Framework-Confined Single-Site Base-Metal Catalyst for Chemoselective Hydrodeoxygenation of Carbonyls and Alcohols

Chemoselective deoxygenation of carbonyls and alcohols using hydrogen by heterogeneous base-metal catalysts is crucial for the sustainable production of fine chemicals and biofuels. We report an aluminum metal-organic framework (DUT-5) node support cobalt(II) hydride, which is a highly chemoselective and recyclable heterogeneous catalyst for deoxygenation of a range of aromatic and aliphatic ketones, aldehydes, and primary and secondary alcohols, including biomass-derived substrates under 1 bar H2. The single-site cobalt catalyst (DUT-5-CoH) was easily prepared by postsynthetic metalation of the secondary building units (SBUs) of DUT-5 with CoCl2 followed by the reaction of NaEt3BH. X-ray photoelectron spectroscopy and X-ray absorption near-edge spectroscopy (XANES) indicated the presence of CoII and AlIII centers in DUT-5-CoH and DUT-5-Co after catalysis. The coordination environment of the cobalt center of DUT-5-Co before and after catalysis was established by extended X-ray fine structure spectroscopy (EXAFS) and density functional theory. The kinetic and computational data suggest reversible carbonyl coordination to cobalt preceding the turnover-limiting step, which involves 1,2-insertion of the coordinated carbonyl into the cobalt-hydride bond. The unique coordination environment of the cobalt ion ligated by oxo-nodes within the porous framework and the rate independency on the pressure of H2 allow the deoxygenation reactions chemoselectively under ambient hydrogen pressure.