Cyclohexanemethanol

Base Information

• Chemical Name: Cyclohexanemethanol
• CAS No.: 100-49-2
• Molecular Formula: C7H14O
• Molecular Weight: 114.188
• Hs Code.: 29061900
• European Community (EC) Number: 202-857-8
• NSC Number: 5288
• UNII: 4VDR6634UG
• DSSTox Substance ID: DTXSID3059212
• Nikkaji Number: J46.539I
• Wikipedia: Cyclohexylmethanol
• Wikidata: Q18213346
• Mol file: 100-49-2.mol

Synonyms:cyclohexanemethanol;cyclohexylmethanol

Chemical Property of Cyclohexanemethanol

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 0.254mmHg at 25°C
• Melting Point: -43oC
• Refractive Index: 1.465
• Boiling Point: 181.1 °C at 760 mmHg
• PKA: 15.17±0.10(Predicted)
• Flash Point: 71.1 °C
• PSA: 20.23000
• Density: 0.913 g/cm³
• LogP: 1.55900
• Storage Temp.: Store below +30°C.
• Solubility.: Soluble in Ether, Alcohols.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 114.104465066
• Heavy Atom Count: 8
• Complexity: 55.4

Purity/Quality:

99.0%min ^*data from raw suppliers

Cyclohexanemethanol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Alcohols and Polyols, Other
• Canonical SMILES: C1CCC(CC1)CO
• Uses: Cyclohexanemethanol used as solvents, fuels . It is also used in pharmaceuticals, plasticizers, surfactants, lubricants, ore floatation agents, hydraulic fluids, and detergents. Cyclohexanemethanol (Cyclohexyl methanol) can be used as a starting material for the synthesis of cyclohexanecarboxaldehyde, cyclohexanecarboxylic acid, cyclohexanone, and 1,4-cyclohexadione by photocatalytic oxidation (PCO) using titanium dioxide nanoparticles as a catalyst.

Technology Process of Cyclohexanemethanol

There total 244 articles about Cyclohexanemethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

cyclohexanecarbaldehyde (2043-61-0) → cyclohexylmethyl alcohol (100-49-2)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 25 ℃; for 2h;

DOI:10.1016/j.bioorg.2019.103020

Reference yield: 100.0%

benzaldehyde (100-52-7) → cyclohexylmethyl alcohol (100-49-2)

Guidance literature:

With hydrogen; In water; at 100 ℃; for 1h; under 15001.5 Torr;

Reference yield: 99.0%

benzoic acid (65-85-0,8013-63-6) → cyclohexylmethyl alcohol (100-49-2)

Guidance literature:

With hydrogen; Rh/Al₂O₃; molybdenum hexacarbonyl; In 1,2-dimethoxyethane; at 150 ℃; for 16h; under 76000 Torr;

DOI:10.1016/0040-4039(94)02453-I

upstream raw materials:

carbon monoxide

Cyclohexyl iodide

cyclohexylcarboxamide

cyclohexane

Downstream raw materials:

3-(cyclohexylmethyl)-1H-indole

stearic acid cyclohexylmethyl ester

trithiocarbonic acid bis-(cyclohexylmethoxycarbonyl-methyl ester)

cyclohexylmethyl vinyl ether

Refernces

Iridium-Catalyzed C-Alkylation of Methyl Group on N-Heteroaromatic Compounds using Alcohols

10.1021/acs.orglett.0c02635

The study presents the development of a catalytic system for the C-alkylation of N-heterocyclic compounds, such as pyridine, pyrimidine, pyrazine, quinoline, quinoxaline, and isoquinoline, using alcohols. The process is based on a hydrogen-borrowing approach and utilizes [Cp*IrCl2]2 as the catalyst precursor, combined with potassium t-butoxide and 18-crown-6-ether. This method is environmentally friendly as it only produces water as a byproduct. The researchers optimized the reaction conditions and demonstrated the system's versatility by applying it to various substrates, achieving good to excellent yields. The study also proposed a possible reaction mechanism involving three steps: hydrogen transfer from alcohol to iridium catalyst, cross-aldol-type condensation, and transfer hydrogenation. The developed catalytic system is expected to contribute to the synthesis of pharmaceuticals and functional materials.