2-Methylcyclohexanol

Base Information

• Chemical Name: 2-Methylcyclohexanol
• CAS No.: 583-59-5
• Molecular Formula: C7H14O
• Molecular Weight: 114.188
• Hs Code.: 29061200
• European Community (EC) Number: 209-512-0,231-187-9,231-186-3,803-382-4
• ICSC Number: 0294
• NSC Number: 100902,245854,244887,75845
• UN Number: 2617
• DSSTox Substance ID: DTXSID90862235
• Nikkaji Number: J3.300F
• Pharos Ligand ID: TQU196XYH9C6
• ChEMBL ID: CHEMBL1946181
• Mol file: 583-59-5.mol

Synonyms:1-Methyl-2-cyclohexanol;2-Methyl-1-cyclohexanol;2-Methylcyclohexanol;2-Methylcyclohexyl alcohol;NSC75845;2-Methylcyclohexan-1-ol;

Chemical Property of 2-Methylcyclohexanol

Chemical Property:

• Appearance/Colour: Colourless viscous liquid with an aromatic odour
• Vapor Pressure: 0.475mmHg at 25°C
• Melting Point: -38 °C
• Refractive Index: n20/D 1.463
• Boiling Point: 170.322 °C at 760 mmHg
• PKA: 15.33±0.40(Predicted)
• Flash Point: 58.889 °C
• PSA: 20.23000
• Density: 0.925 g/cm³
• LogP: 1.55740
• Water Solubility.: slightly soluble
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 114.104465066
• Heavy Atom Count: 8
• Complexity: 70.8
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

2-Methylcyclohexanol (cis- and trans- mixture) >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20-36-20/22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CCCCC1O
• Inhalation Risk: A harmful contamination of the air will not or will only very slowly be reached on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is mildly irritating to the eyes and skin. The vapour at high levels is irritating to the eyes and upper respiratory tract.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis.
• Uses: 2-Methylcyclohexanol is used in the preparation of acetic acid-(2-methyl-cyclohexyl ester) by reaction with acetic anhydride. Further, it is used to study the effect of organic solvents on epoxide hydrolase.

Technology Process of 2-Methylcyclohexanol

There total 119 articles about 2-Methylcyclohexanol 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%

2-Methylcyclohexanone (583-60-8) → 2-Methylcyclohexanol (583-59-5)

Guidance literature:

With zinc hydride; In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.1016/S0022-328X(00)93381-3

Reference yield: 99.6%

2-(2-methyl-cyclohexyloxy)-tetrahydro-pyran (218623-12-2) → 2-Methylcyclohexanol (583-59-5)

Guidance literature:

silica-supported prop-1-ylsulfonic acid; In methanol;

DOI:10.1039/b712546a

Reference yield: 99.1%

ortho-cresol (95-48-7,77504-84-8) → 2-Methylcyclohexanol (583-59-5)

Guidance literature:

With hydrogen; In water; at 20 ℃; for 6h; under 7500.75 Torr; Autoclave;

DOI:10.1039/c6ta01317a

upstream raw materials:

methyl magnesium iodide

trans-2-chlorocyclohexanol

2-methyl-2-cyclohexen-1-one

2,2-bis(4-hydroxy-3-methylphenyl)propane

Downstream raw materials:

2-methylcyclohexyl butyrate

phenyl-acetic acid-(2-methyl-cyclohexyl ester)

1-methylcyclohex-1-ene

3-methyl-1-cyclohexene

Refernces

• 1、 Magubane, Makhosazane N.,Nyamato, George S.,Ojwach, Stephen O.,Munro, Orde Q.. "Structural, kinetic, and DFT studies of the transfer hydrogenation of ketones mediated by (pyrazole)pyridine iron(II) and nickel(II) complexes". . p. 65205 - 65221. Retrieved 2016.
• 2、 Kapustina, N. I.,Popkov, A. Yu.,Nikishin, G. I.. "OXIDATION OF METHYLCYCLOHEXANOLS BY THE Pb(OAc)4-LiCl SYSTEM". . p. 2256 - 2260. Retrieved 1986.
• 3、 Antil, Neha,Kumar, Ajay,Akhtar, Naved,Begum, Wahida,Chauhan, Manav,Newar, Rajashree,Rawat, Manhar Singh,Manna, Kuntal. "Chemoselective and Tandem Reduction of Arenes Using a Metal–Organic Framework-Supported Single-Site Cobalt Catalyst". supporting information. p. 1031 - 1040. Retrieved 2022/01/19.
• 4、 Tsaulwayo, Nokwanda,Kumah, Robert.T.,Ojwach, Stephen.O.. "Applications of imino-pyridine Ni(II) complexes as catalysts in the transfer hydrogenation of ketones". . . Retrieved 2021/02/12.