2-Hexadecyl-3-hydroxyicosanoic acid

Base Information

• Chemical Name: 2-Hexadecyl-3-hydroxyicosanoic acid
• CAS No.: 74124-36-0
• Molecular Formula: C36H72 O3
• Molecular Weight: 552.966
• European Community (EC) Number: 277-729-8
• DSSTox Substance ID: DTXSID70995570
• Nikkaji Number: J318.914G
• Mol file: 74124-36-0.mol

Synonyms:2-Hexadecyl-3-hydroxyicosanoic acid;74124-36-0;EINECS 277-729-8;SCHEMBL3166949;DTXSID70995570;2-hexadecyl-3-hydroxy-eicosanoic acid

Chemical Property of 2-Hexadecyl-3-hydroxyicosanoic acid

Chemical Property:

• Vapor Pressure: 4.96E-19mmHg at 25°C
• Boiling Point: 639.2°C at 760 mmHg
• Flash Point: 354.4°C
• PSA: 57.53000
• Density: 0.898g/cm³
• LogP: 12.18100
• XLogP3: 16.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 33
• Exact Mass: 552.54814615
• Heavy Atom Count: 39
• Complexity: 478

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCC(C(CCCCCCCCCCCCCCCC)C(=O)O)O

Technology Process of 2-Hexadecyl-3-hydroxyicosanoic acid

There total 7 articles about 2-Hexadecyl-3-hydroxyicosanoic acid 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%

4-heptadecyl-3-hexadecyl-oxetan-2-one (872631-21-5) → 2-hexadecyl-3-hydroxyeicosanoic acid (74124-36-0)

Guidance literature:

With sodium hydroxide; In ethanol;

DOI:10.1007/s11746-005-5170-8

Reference yield:

α-hexadecyl-β-heptadecylidene-3-propanolide (10126-68-8) → 2-hexadecyl-3-hydroxyeicosanoic acid (74124-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / H₂ / Pd/C / ethyl acetate; ethanol

2: 90 percent / aq. NaOH / ethanol

With sodium hydroxide; hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate;

DOI:10.1007/s11746-005-5170-8

Reference yield:

Stearoyl chloride (112-76-5) → 2-hexadecyl-3-hydroxyeicosanoic acid (74124-36-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / triethylamine / toluene / 20 °C

2: 90 percent / H₂ / Pd/C / ethyl acetate; ethanol

3: 90 percent / aq. NaOH / ethanol

With sodium hydroxide; hydrogen; triethylamine; palladium on activated charcoal; In ethanol; ethyl acetate; toluene;

DOI:10.1007/s11746-005-5170-8

upstream raw materials:

(+/-)-threo-2-hexadecyl-3-hydroxy-eicosanoic acid methyl ester

(+/-)-erythro-2-hexadecyl-3-hydroxy-eicosanoic acid methyl ester

2-hexadecyl-3-oxo-eicosanoic acid methyl ester

2-Hexadecyl-3-hydroxy-icosanoic acid methyl ester

Downstream raw materials:

pentatriacont-17-ene

Refernces