(Z,Z)-5,11-Eicosadienoic Acid

Base Information

• Chemical Name: (Z,Z)-5,11-Eicosadienoic Acid
• CAS No.: 70363-48-3
• Molecular Formula: C₂₀H₃₆O₂
• Molecular Weight: 308.505
• UNII: AH136AJ4US
• DSSTox Substance ID: DTXSID60548392
• Metabolomics Workbench ID: 1204
• Wikidata: Q27273917
• Mol file: 70363-48-3.mol

Synonyms:(Z,Z)-5,11-Eicosadienoic Acid;70363-48-3;Keteleeronic acid;(5Z,11Z)-ICOSA-5,11-DIENOIC ACID;(5Z,11Z)-5,11-Eicosadienoic Acid;(5Z,11Z)-Eicosadienoic Acid;5Z,11Z-eicosadienoic acid;AH136AJ4US;5,11-Eicosadienoic acid, (5Z,11Z)-;C20:2n-9,15;starbld0002566;UNII-AH136AJ4US;SCHEMBL6112671;DTXSID60548392;CHEBI:180351;LMFA01030865;20:2(5Z,11Z);Q27273917

Chemical Property of (Z,Z)-5,11-Eicosadienoic Acid

Chemical Property:

• PSA: 37.30000
• LogP: 6.66470
• XLogP3: 7.4
• 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:

(Z,Z)-5,11-EicosadienoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCC=CCCCC(=O)O
• Isomeric SMILES: CCCCCCCC/C=C\CCCC/C=C\CCCC(=O)O
• Uses: A biomarker for trophic transfer.

Technology Process of (Z,Z)-5,11-Eicosadienoic Acid

There total 8 articles about (Z,Z)-5,11-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: 45.0%

C20H38O (1268627-46-8) → 5(Z),11(Z)-eicosadienoic acid (70363-48-3)

Guidance literature:

With dipyridinium dichromate; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2010.12.027

Reference yield:

C25H44O2 (1268627-44-6) → 5(Z),11(Z)-eicosadienoic acid (70363-48-3)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen / 760.05 Torr

2: toluene-4-sulfonic acid / methanol

3: dipyridinium dichromate / N,N-dimethyl-formamide

With dipyridinium dichromate; hydrogen; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2010.12.027

Reference yield:

C25H46O2 (1268627-45-7) → 5(Z),11(Z)-eicosadienoic acid (70363-48-3)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / methanol

2: dipyridinium dichromate / N,N-dimethyl-formamide

With dipyridinium dichromate; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2010.12.027

upstream raw materials:

C₂₅H₄₄O₂

C₂₅H₄₆O₂

C₂₀H₃₈O

C₂₁H₃₄O₃S

Refernces