3-Methylcyclohexanol

Base Information

• Chemical Name: 3-Methylcyclohexanol
• CAS No.: 591-23-1
• Molecular Formula: C7H14 O
• Molecular Weight: 114.188
• Hs Code.: 2906120010
• European Community (EC) Number: 209-709-1
• ICSC Number: 0295
• NSC Number: 123022
• DSSTox Substance ID: DTXSID80870642
• Nikkaji Number: J46.538K
• Wikidata: Q2595963
• Metabolomics Workbench ID: 44935
• Mol file: 591-23-1.mol

Synonyms:3-methylcyclohexanol;3-methylcyclohexanol, (1R-cis)-isomer;3-methylcyclohexanol, (1R-trans)-isomer;3-methylcyclohexanol, (1S-cis)-isomer;3-methylcyclohexanol, (cis-(+-))-isomer;3-methylcyclohexanol, (trans-(+-))-isomer;3-methylcyclohexanol, cis-isomer;3-methylcyclohexanol, trans-isomer

Chemical Property of 3-Methylcyclohexanol

Chemical Property:

• Vapor Pressure: 0.475mmHg at 25°C
• Melting Point: -74 °C
• Refractive Index: n20/D 1.458(lit.)
• Boiling Point: 163 °C(lit.)
• PKA: 15.32±0.40(Predicted)
• Flash Point: 62oC
• PSA: 20.23000
• Density: 0.91
• LogP: 1.55740
• Storage Temp.: Store below +30°C.
• Water Solubility.: Slightly soluble in water
• 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

Purity/Quality:

98%,99%, ^*data from raw suppliers

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Alcohols (
• Canonical SMILES: CC1CCCC(C1)O
• 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.

Technology Process of 3-Methylcyclohexanol

There total 100 articles about 3-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: 99.7%

3-methyl-phenol (108-39-4) → m-methylcyclohexanol (591-23-1)

Guidance literature:

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

DOI:10.1039/c6ta01317a

Reference yield: 93.0%

1,2-epoxy-3-methyl-cyclohexane (5410-22-0) → 2-Methylcyclohexanol (583-59-5) + m-methylcyclohexanol (591-23-1)

Guidance literature:

With Li⁽¹⁺⁾*C₁₂H₂₈AlO₃^(1-); In tetrahydrofuran; hexane; at 0 ℃; for 0.17h; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00184a010

Reference yield: 30.0%

3-methylcyclohexen-2-one (1193-18-6) → m-methylcyclohexanol (591-23-1) + (3R)-3-methylcyclohexanone (13368-65-5)

Guidance literature:

With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; bis(triphenylphosphane)copper(I) nitrate; hydrogen; sodium t-butanolate; In isopropyl alcohol; at 30 ℃; for 18h; under 37503.8 Torr; optical yield given as %ee; enantioselective reaction;

DOI:10.1055/s-0029-1218347

upstream raw materials:

5-methylcyclohexan-1,3-dione

3-methylcyclohexen-2-one

thymol

3-phenoxytoluene

Downstream raw materials:

phthalic acid mono-(3-methyl-cyclohexyl ester)

M-Cresyl acetate

benzyl-(3-methyl-cyclohexyl)-amine

1-Butyloxy-3-methyl-cyclohexan

Refernces

• 1、 Sarkar, Dipak C.,Das, Asish R.,Ranu, Brindaban C.. "Use of Zinc Borohydride as an Efficient and Highly Selective Reducing Agent. Selective Reduction of Ketones and Conjugated Aldehydes over Conjugated Enones". . p. 5799 - 5801. Retrieved 1990.
• 2、 Hikichi, Shiro,Izumi, Takashi,Matsuba, Naki,Nakazawa, Jun. "Aliphatic C–H hydroxylation activity and durability of a nickel complex catalyst according to the molecular structure of the bis(oxazoline) ligands". . . Retrieved 2021/07/13.
• 3、 Petrovi?ová, Tatiana,Gyuranová, Dominika,Pl?, Michal,Myrtollari, Kamela,Smonou, Ioulia,Rebro?, Martin. "Application of robust ketoreductase from Hansenula polymorpha for the reduction of carbonyl compounds". . . Retrieved 2021/02/05.