9,11-Octadecadienoic acid, methyl ester, (Z,Z)-

Base Information

• Chemical Name: 9,11-Octadecadienoic acid, methyl ester, (Z,Z)-
• CAS No.: 822-10-6
• Molecular Formula: C19H34O2
• Molecular Weight: 294.478
• Mol file: 822-10-6.mol

Synonyms:methyl 9(Z),11(E)-octadecadienoate;9Z,11E-conjugated linoleic acid methyl ester;methyl cis-9,trans-11-octadecadienoate;methyl 9-cis,11-trans-octadecadienoate;(9Z,11E)-methyl octadeca-9,11-dienoate;methyl cis,trans-9,11-octadecadienoate;

Chemical Property of 9,11-Octadecadienoic acid, methyl ester, (Z,Z)-

Chemical Property:

• PSA: 26.30000
• LogP: 5.97290

Purity/Quality:

99% ^*data from raw suppliers

9(Z),11(Z)-Conjugated Linoleic Acid methyl ester ≥96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9,11-Octadecadienoic acid, methyl ester, (Z,Z)-

There total 48 articles about 9,11-Octadecadienoic acid, methyl ester, (Z,Z)- 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: 87.1%

Methyl linoleate (112-63-0) → (9Z,11E)-methyl octadeca-9,11-dienoate (822-10-6,13038-47-6,17675-24-0,19295-76-2,13058-52-1)

Guidance literature:

With ethanol; Tri(p-tolyl)phosphine; chloro(1,5-cyclooctadiene)rhodium(I) dimer; tin(ll) chloride; at 60 ℃; for 24h;

DOI:10.1021/jf0612124

Reference yield: 42.0%

methyl ricinoleate (141-24-2) → (9Z,11E)-methyl octadeca-9,11-dienoate (822-10-6,13038-47-6,17675-24-0,19295-76-2,13058-52-1) + octadeca-9,11-dienoic acid methyl ester (822-10-6,13058-52-1,17675-24-0,19295-76-2,13038-47-6) + (10E,12Z)-10,12-octadecadienoic acid methyl ester (1002-79-5,13038-48-7,13058-53-2,38433-72-6,21870-97-3) + (10E,12E)-10,12-Octadecadiensaeure-methylester (13038-48-7) + Methyl linoleate (112-63-0)

Guidance literature:

With 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; potassium hydroxide; In ethylene glycol; at 180 ℃; for 0.5h; Microwave irradiation;

DOI:10.1039/c2gc35792e

Reference yield: 42.0%

methyl ricinoleate (141-24-2) → (9Z,11E)-methyl octadeca-9,11-dienoate (822-10-6,13038-47-6,17675-24-0,19295-76-2,13058-52-1) + octadeca-9,11-dienoic acid methyl ester (822-10-6,13058-52-1,17675-24-0,19295-76-2,13038-47-6) + (10E,12Z)-10,12-octadecadienoic acid methyl ester (1002-79-5,13038-48-7,13058-53-2,38433-72-6,21870-97-3) + (10E,12E)-10,12-Octadecadiensaeure-methylester (13038-48-7) + Methyl linoleate (112-63-0)

Guidance literature:

With 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; potassium hydroxide; In ethylene glycol; at 180 ℃; for 0.5h; Microwave irradiation;

DOI:10.1039/c2gc35792e

upstream raw materials:

eleostearic acid

linoleic acid methyl ester

(E)-12-Methanesulfonyloxy-octadec-9-enoic acid methyl ester

methanol

Downstream raw materials:

trans-9,trans-11-octadecadienoic acid

cis-9,trans-11-octadecadienoic acid

C₂₂H₃₉NO

deca-1,3-diene

Refernces

• 1、 Senan, Ahmed M.,Zhang, Sicheng,Qin, Shuhao,Chen, Zhuqi,Yin, Guochuan. "Transformation of Methyl Linoleate to its Conjugated Derivatives with Simple Pd(OAc)2/Lewis Acid Catalyst". . p. 1481 - 1489. Retrieved 2017/11/03.
• 2、 Moreno, Maria,Gomez, M. Victoria,Cebrian, Cristina,Prieto, Pilar,De La Hoz, Antonio,Moreno, Andres. "Sustainable and efficient methodology for CLA synthesis and identification". . p. 2584 - 2594. Retrieved 2013/02/23.