13,14-Dihydroxydocosanoic acid

Base Information

• Chemical Name: 13,14-Dihydroxydocosanoic acid
• CAS No.: 616-01-3
• Molecular Formula: C22H44O4
• Molecular Weight: 372.589
• DSSTox Substance ID: DTXSID90883243
• Nikkaji Number: J21.878B
• Metabolomics Workbench ID: 1406
• Mol file: 616-01-3.mol

Synonyms:13,14-Dihydroxydocosanoic acid;616-01-3;13,14-dihydroxy-docosanoic acid;Docosanoic acid, 13,14-dihydroxy-;13,14-dihydroxybehenic acid;SCHEMBL1275084;DTXSID90883243;CHEBI:188210;LMFA01050211

Chemical Property of 13,14-Dihydroxydocosanoic acid

Chemical Property:

• Vapor Pressure: 1.87E-13mmHg at 25°C
• Boiling Point: 530.2°C at 760 mmHg
• Flash Point: 288.5°C
• PSA: 77.76000
• Density: 0.975g/cm³
• LogP: 5.83450
• XLogP3: 7.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 20
• Exact Mass: 372.32395988
• Heavy Atom Count: 26
• Complexity: 307

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC(C(CCCCCCCCCCCC(=O)O)O)O

Technology Process of 13,14-Dihydroxydocosanoic acid

There total 69 articles about 13,14-Dihydroxydocosanoic 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: 94.0%

cis-13-docosenoic acid (112-86-7) → 13,14-dihydroxy-behenic acid (616-01-3)

Guidance literature:

cis-13-docosenoic acid; With dihydrogen peroxide; In formic acid; water; at 20 ℃;

With potassium hydroxide; In water; for 4h; Reflux;

DOI:10.1039/c4md00526k

Reference yield: 75.0%

cis-13-docosenoic acid (112-86-7) → (13R,14R)-13,14-Dihydroxy-docosanoic acid (616-01-3,10489-64-2,13028-35-8,33447-88-0,33447-89-1,125876-57-5)

Guidance literature:

With formic acid; dihydrogen peroxide; at 40 ℃; for 3h;

DOI:10.1002/chem.201500096

Reference yield: 68.0%

(+/-)-erythro-13,14-dihydroxy-docosanoic acid methyl ester (2189-23-3,6088-34-2,6088-35-3,125876-58-6) → (13R,14S)-13,14-Dihydroxy-docosanoic acid (616-01-3,10489-64-2,13028-35-8,33447-88-0,33447-89-1,125876-57-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 12h;

DOI:10.1002/chem.201500096

upstream raw materials:

cis-13-docosenoic acid

13,14-dihydroxybehenic acid methyl ester

(13R,14R)-13,14-Dihydroxy-docosanoic acid

hydrogen bromide

Downstream raw materials:

(13R,14S)-13,14-Dihydroxy-docosanoic acid

nonan-1-al

nonanoic acid

(Z)-tricos-9-ene

Refernces

• 1、 Sato, Kohei,Ji, Wei,Palmer, Liam C.,Weber, Benjamin,Barz, Matthias,Stupp, Samuel I.. "Programmable Assembly of Peptide Amphiphile via Noncovalent-to-Covalent Bond Conversion". . p. 8995 - 9000. Retrieved 2017.
• 2、 Zhang, Mohan,Selvakumar, Sermadurai,Zhang, Xinran,Sibi, Mukund P.,Weiss, Richard G.. "Structural and solubility parameter correlations of gelation abilities for dihydroxylated derivatives of long-Chain, naturally occurring fatty acids". supporting information. p. 8530 - 8543. Retrieved 2015/06/02.