Undecane-1,3-diol

Base Information

• Chemical Name: Undecane-1,3-diol
• CAS No.: 6071-32-5
• Molecular Formula: C11H24O2
• Molecular Weight: 188.31
• DSSTox Substance ID: DTXSID40976154
• Nikkaji Number: J1.902.226I
• Mol file: 6071-32-5.mol

Synonyms:undecane-1,3-diol;1,3-Dihydroxyundecane;1,3-Undecanediol;6071-32-5;SCHEMBL8533884;DTXSID40976154;LS-158401

Chemical Property of Undecane-1,3-diol

Chemical Property:

• Melting Point: 52°C (estimate)
• Refractive Index: 1.4611 (estimate)
• Boiling Point: 271.93°C (rough estimate)
• PSA: 40.46000
• Density: 1.37g/cm³
• LogP: 2.48030
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 9
• Exact Mass: 188.177630004
• Heavy Atom Count: 13
• Complexity: 94.1

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC(CCO)O

Technology Process of Undecane-1,3-diol

There total 1 articles about Undecane-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: 70.0%

4-octyl-1,3-dioxane (23433-02-5) → Dimethoxymethane (109-87-5) + undecane-1,3-diol (6071-32-5)

Guidance literature:

With methanol; sulfuric acid; Heating;

DOI:10.1021/j100442a021

Reference yield:

undecane-1,3-diol (6071-32-5) → 1-(tert-butylthio)-3-undecyl (phenyltelluro)formate

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 24 h / 0 - 4 °C

2: 230 mg / sodium hydroxide / dimethylformamide / 0 - 20 °C

4: NaBH₄

With pyridine; sodium hydroxide; sodium tetrahydroborate; In N,N-dimethyl-formamide; 1: Tosylation / 2: Alkylation / 3: Acylation / 4: Acylation;

DOI:10.1021/jo9722111

Reference yield:

undecane-1,3-diol (6071-32-5) + p-toluenesulfonyl chloride (98-59-9) → toluene-4-sulfonic acid 3-hydroxy-undecyl ester (205436-54-0)

Guidance literature:

With pyridine; at 0 - 4 ℃; for 24h;

DOI:10.1021/jo9722111

upstream raw materials:

4-octyl-1,3-dioxane

Downstream raw materials:

2-{(1R,2S,5R)-1-[(R)-1-(2-Hydroxy-ethyl)-nonyloxy]-2-isopropyl-5-methyl-cyclohexyl}-1-phenyl-ethanone

2-[(1R,2S,5R)-1-((S)-3-Hydroxy-undecyloxy)-2-isopropyl-5-methyl-cyclohexyl]-1-phenyl-ethanone

Benzoic acid (R)-3-[(1R,2S,5R)-2-isopropyl-5-methyl-1-(2-oxo-2-phenyl-ethyl)-cyclohexyloxy]-undecyl ester

Benzoic acid (R)-1-{2-[(1R,2S,5R)-2-isopropyl-5-methyl-1-(2-oxo-2-phenyl-ethyl)-cyclohexyloxy]-ethyl}-nonyl ester

Refernces