3-(Hydroxymethyl)cyclohexan-1-ol

Base Information

• Chemical Name: 3-(Hydroxymethyl)cyclohexan-1-ol
• CAS No.: 76140-18-6
• Molecular Formula: C7H14O2
• Molecular Weight: 130.18500
• DSSTox Substance ID: DTXSID40577509
• Mol file: 76140-18-6.mol

Synonyms:76140-18-6;3-(Hydroxymethyl)cyclohexan-1-ol;3-(hydroxymethyl)cyclohexanol;3-hydroxymethylcyclohexanol;SCHEMBL898744;DTXSID40577509;PFXRPUFYSLHDMF-UHFFFAOYSA-N

Chemical Property of 3-(Hydroxymethyl)cyclohexan-1-ol

Chemical Property:

• Boiling Point: 117-122 °C(Press: 0.5 Torr)
• PSA: 40.46000
• Density: 1.066±0.06 g/cm3(Predicted)
• LogP: 0.52980
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 130.099379685
• Heavy Atom Count: 9
• Complexity: 83

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CC(C1)O)CO

Technology Process of 3-(Hydroxymethyl)cyclohexan-1-ol

There total 48 articles about 3-(Hydroxymethyl)cyclohexan-1-ol 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%

3-oxo-cyclohexanecarboxylic acid (16205-98-4) → 3-(hydroxymethyl)cyclohexan-1-ol (76140-18-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jacs.9b05932 DOI:10.1021/jacs.9b05932

Reference yield: 94.0%

ethyl (1S,3R)-3-(butyryloxy)cyclohexane-1-carboxylate → (1R,3S)-3-(hydroxymethyl)cyclohexan-1-ol (15753-48-7,15753-49-8,64532-89-4,76140-18-6)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at -15 ℃; for 1.5h;

DOI:10.1002/cmdc.202000417

Reference yield: 92.0%

(+/-)-4-iodo-6-oxabicyclo[3.2.1]octan-7-one (19914-92-2) → 3-(hydroxymethyl)cyclohexan-1-ol (76140-18-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 12h; Ambient temperature;

upstream raw materials:

(1R)-cis-3-hydroxy-cyclohexanecarboxylic acid

(+/-)-cis-3-hydroxycyclohexanecarboxylic acid

3-Carboxyphenol

(rac)-cis-ethyl 3-hydroxycyclohexanecarboxylate

Downstream raw materials:

6-Thiabicyclo<3.2.1>octan

1-bromo-3-bromomethyl-cyclohexane

Carbonic acid 3-hydroxy-cyclohexylmethyl ester methyl ester

3-(hydroxymethyl)cyclohexanone