1,5,5-Trimethylcyclohexane-1,3-diol

Base Information

• Chemical Name: 1,5,5-Trimethylcyclohexane-1,3-diol
• CAS No.: 116235-87-1
• Molecular Formula: C₉H₁₈O₂
• Molecular Weight: 158.241
• DSSTox Substance ID: DTXSID90506829
• Nikkaji Number: J293.106K
• Mol file: 116235-87-1.mol

Synonyms:1,5,5-Trimethylcyclohexane-1,3-diol;116235-87-1;SCHEMBL2352644;DTXSID90506829

Chemical Property of 1,5,5-Trimethylcyclohexane-1,3-diol

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 158.130679813
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(CC(C1)(C)O)O)C

Technology Process of 1,5,5-Trimethylcyclohexane-1,3-diol

There total 4 articles about 1,5,5-Trimethylcyclohexane-1,3-diol 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: 90.0%

1,7,7-Trimethyl-2,4-dioxabicyclo<3.3.1>nonan-3-on (100507-99-1) → cis-1,5,5-Trimethyl-1,3-cyclohexandiol (100507-97-9,100508-00-7,116235-87-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h; Heating;

Reference yield: 6.0%

isophorone oxide (10276-21-8) → 3-hydroxy-3,5,5-trimethylcyclohexanone (89768-14-9) + 1,5,5-Trimethyl-1,3-cyclohexandiol (116235-87-1)

Guidance literature:

With diethyl malonate; In N,N-dimethyl-formamide; 4.0 F/mol, Pb-cathode, Et₄NOTs;

DOI:10.1021/jo00292a032

Reference yield:

trans-1,5,5-Trimethyl-3-(4-methylphenylsulfonyloxy)cyclohexanol (100507-98-0) → cis-1,5,5-Trimethyl-1,3-cyclohexandiol (100507-97-9,100508-00-7,116235-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / 18-crown-6 / dimethylsulfoxide / 6 h / 75 °C

2: 90 percent / LiAlH₄ / tetrahydrofuran / 1 h / Heating

With lithium aluminium tetrahydride; 18-crown-6 ether; In tetrahydrofuran; dimethyl sulfoxide;

upstream raw materials:

isophorone oxide

1,7,7-Trimethyl-2,4-dioxabicyclo<3.3.1>nonan-3-on

trans-1,5,5-Trimethyl-3-(4-methylphenylsulfonyloxy)cyclohexanol