11,14-Eicosadienoic acid

Base Information

• Chemical Name: 11,14-Eicosadienoic acid
• CAS No.: 2091-39-6
• Molecular Formula: C₂₀H₃₆O₂
• Molecular Weight: 308.505
• Hs Code.: 2916190090
• Nikkaji Number: J394.182E,J490.377C
• NCI Thesaurus Code: C68355
• Metabolomics Workbench ID: 562
• Mol file: 2091-39-6.mol

Synonyms:11,14-trans-eicosadienoic acid;delta11,14-20:2;eicosa-11,14-dienoic acid;eicosa-11,14-dienoic acid, (E,E)-isomer;eicosa-11,14-dienoic acid, (Z,Z)-isomer;eicosa-11,14-dienoic acid, ion (1-);n-6 eicosadienoic acid

Chemical Property of 11,14-Eicosadienoic acid

Chemical Property:

• Boiling Point: 198 °C0.08 mm Hg(lit.)
• PKA: 4.78±0.10(Predicted)
• Flash Point: 326.3 °C
• PSA: 37.30000
• Density: 0.905 g/cm³
• LogP: 6.66470
• Storage Temp.: −20°C
• XLogP3: 7.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 16
• Exact Mass: 308.271530387
• Heavy Atom Count: 22
• Complexity: 292

Purity/Quality:

98%,99%, ^*data from raw suppliers

cis-11,14-Eicosadienoic acid ≥98%, liquid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CCC=CCCCCCCCCCC(=O)O
• Isomeric SMILES: CCCCC/C=C/C/C=C/CCCCCCCCCC(=O)O
• Uses: 11,?14-?Eicosadienoic Acid is studied in metabolic profiling of human colorectal cancer.

Technology Process of 11,14-Eicosadienoic acid

There total 10 articles about 11,14-Eicosadienoic 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: 89.0%

((9Z,12Z)-2-Octadeca-9,12-dienyl)-malonic acid (72996-04-4) → (Z,Z)-11,14-eicosadienoic acid (2091-39-6,16275-55-1,80883-69-8,80883-70-1,5598-38-9)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; In acetic acid; Heating;

DOI:10.1246/cl.1998.175

Reference yield:

(11Z,14Z)-icosa-11,14-dien-1-ol (72996-06-6) → (Z,Z)-11,14-eicosadienoic acid (2091-39-6,16275-55-1,80883-69-8,80883-70-1,5598-38-9)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In water; acetone; at 0 ℃; for 0.5h;

DOI:10.1016/0031-9422(89)80021-4

Reference yield:

11-eicosenoic acid (5561-99-9,62322-84-3,2462-94-4) → eicosa-11,14-dienoic acid (2091-39-6)

Guidance literature:

With Saccharomyces cerevisiae IFO10150 expressing Saccharomyces kluyveri Δ12 fatty acid desaturase Sk-FAD2; In water; at 30 ℃;

DOI:10.1271/bbb.80361

upstream raw materials:

11-eicosenoic acid

(11Z,14Z)-icosa-11,14-dien-1-ol

((9Z,12Z)-2-Octadeca-9,12-dienyl)-malonic acid

Linoleyl alcohol

Downstream raw materials:

15-(S)-HEDA

eicosadienoic acid (20:2) methyl ester

11,14,17-eicosatrienoic acid

(11Z,13E)-15-hydroperoxy-11,13-eicosadienoic acid

Refernces

• 1、 Haider, Syed Shabbir,Tanaka, Masatoshi,Alam, Md Khorshed,Nakajima, Shuhei,Baba, Naomichi,Shimizu, Sakayu. "Synthesis of phosphatidylcholine having a very long chain polyunsaturated fatty acid". . p. 175 - 176. Retrieved 2007/10/03.