[(1R,2R)-2-Methylcyclohexyl]methanol

Base Information

• Chemical Name: [(1R,2R)-2-Methylcyclohexyl]methanol
• CAS No.: 3937-46-0
• Molecular Formula: C8H16O
• Molecular Weight: 128.214
• DSSTox Substance ID: DTXSID30517999
• Wikidata: Q82380346
• Mol file: 3937-46-0.mol

Synonyms:3937-46-0;[(1R,2R)-2-Methylcyclohexyl]methanol;trans-2-Methylcyclohexylcarbinol;SCHEMBL12127046;DTXSID30517999

Chemical Property of [(1R,2R)-2-Methylcyclohexyl]methanol

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 128.120115130
• Heavy Atom Count: 9
• Complexity: 80.6

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCCCC1CO
• Isomeric SMILES: C[C@@H]1CCCC[C@H]1CO

Technology Process of [(1R,2R)-2-Methylcyclohexyl]methanol

There total 19 articles about [(1R,2R)-2-Methylcyclohexyl]methanol 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: 69.0%

1,6-dimethyl-1-cyclohexene (1759-64-4) → (+/-)-2t,3t-dimethyl-cyclohexan-r-ol (1502-24-5,4277-08-1,4277-26-3,4277-27-4,6194-40-7) + trans-2,3-dimethylcyclohexan-1-ol (4277-27-4) + (+/-)-(trans-2-Methyl-cyclohexyl)-methanol (3937-46-0) + cis-1-hydroxymethyl-2-methylcyclohexane (3937-45-9)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; diborane; at 100 ℃; for 2h; Further byproducts given;

DOI:10.1021/jo00152a028

Reference yield: 56.0%

2-methyl-1-methylenecyclohexane (2808-75-5,58396-30-8) → trans-2,3-dimethylcyclohexan-1-ol (4277-27-4) + (+/-)-(trans-2-Methyl-cyclohexyl)-methanol (3937-46-0) + cis-1-hydroxymethyl-2-methylcyclohexane (3937-45-9)

Guidance literature:

With dihydrogen peroxide; diborane; Mechanism; 1.) room temperature, 14 h, 2.) 100 deg C, 11 h; variation of reagents;

DOI:10.1021/jo00152a028

Reference yield: 32.0%

1,2-dimethylcyclohexene (1674-10-8) → cis-1,2-dimethylcyclohexanol (19879-12-0) + (+/-)-2t,3t-dimethyl-cyclohexan-r-ol (1502-24-5,4277-08-1,4277-26-3,4277-27-4,6194-40-7) + (+/-)-2c,3t-dimethyl-cyclohexan-r-ol (1502-24-5,4277-08-1,4277-26-3,4277-27-4,6194-40-7) + (+/-)-(trans-2-Methyl-cyclohexyl)-methanol (3937-46-0)

Guidance literature:

With alkaline peroxide; diborane; at 100 ℃; for 312h; Further byproducts given;

DOI:10.1021/jo00152a028

upstream raw materials:

hexane-1,5-diol

trans-2-methyl-1-(ethoxycarbonyl)cyclohexane

trans-2-methylcyclohexanecarboxylic acid

1,2-dimethylcyclohexene

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