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

Cycloheptene

methylenecyclohexane

cyclohexylmethyl acetate

Refernces

• 1、 Rathke,Brown. "-". . p. 2740. Retrieved 1967.
• 2、 Oates, Conor L.,Widegren, Magnus B.,Clarke, Matthew L.. "Manganese-catalysed transfer hydrogenation of esters". . p. 8635 - 8638. Retrieved 2020.
• 3、 Lee, Jaeyoung,Ryu, Taekyu,Park, Sangjune,Lee, Phil Ho. "Indium tri(isopropoxide)-catalyzed selective Meerwein-Ponndorf-Verley reduction of aliphatic and aromatic aldehydes". . p. 4821 - 4825. Retrieved 2012.
• 4、 Gajewski, Piotr,Gonzalez-de-Castro, Angela,Renom-Carrasco, Marc,Piarulli, Umberto,Gennari, Cesare,de Vries, Johannes G.,Lefort, Laurent,Pignataro, Luca. "Expanding the Catalytic Scope of (Cyclopentadienone)iron Complexes to the Hydrogenation of Activated Esters to Alcohols". . p. 3431 - 3435. Retrieved 2016.
• 5、 Adkins,Cramer. "-". . p. 4349,4354. Retrieved 1930.
• 6、 Gemal, A. L.,Luche, J. L.. "LANTHANOIDS IN ORGANIC SYNTHESES 7. SELECTIVE REDUCTIONS OF CARBONYL GROUPS IN AQUEOUS ETHANOL SOLUTION.". . p. 4077 - 4080. Retrieved 1981.
• 7、 Li, Guoqiang,Yang, Huanhuan,Zhang, Haifu,Qi, Zhiyuan,Chen, Minda,Hu, Wei,Tian, Lihong,Nie, Renfeng,Huang, Wenyu. "Encapsulation of Nonprecious Metal into Ordered Mesoporous N-Doped Carbon for Efficient Quinoline Transfer Hydrogenation with Formic Acid". . p. 8396 - 8405. Retrieved 2018.
• 8、 Ulm, Franck,Shahane, Saurabh,Truong-Phuoc, Lai,Romero, Thierry,Papaefthimiou, Vasiliki,Chessé, Matthieu,Chetcuti, Michael J.,Pham-Huu, Cuong,Michon, Christophe,Ritleng, Vincent. "Half-Sandwich Nickel(II) NHC-Picolyl Complexes as Catalysts for the Hydrosilylation of Carbonyl Compounds: Evidence for NHC-Nickel Nanoparticles under Harsh Reaction Conditions". . p. 3074 - 3082. Retrieved 2021.
• 9、 Fukuzawa, Shin-Ichi,Nakano, Narihito,Saitoh, Takahide. "Reduction of carbonyl compounds by lanthanide metal/2-propanol: In-situ generation of samarium isopropyloxide for stereoselective Meerwein-Ponndorf- Verley reduction". . p. 2863 - 2867. Retrieved 2004.
• 10、 Nesterova, Oksana V.,Nesterov, Dmytro S.,Krogul-Sobczak, Agnieszka,Guedes da Silva, M. Fátima C.,Pombeiro, Armando J.L.. "Synthesis, crystal structures and catalytic activity of Cu(II) and Mn(III) Schiff base complexes: Influence of additives on the oxidation catalysis of cyclohexane and 1-phenylehanol". . p. 506 - 515. Retrieved 2017.