(10E,12Z)-10,12-Octadecadienoic acid methyl ester

Base Information

• Chemical Name: (10E,12Z)-10,12-Octadecadienoic acid methyl ester
• CAS No.: 21870-97-3
• Molecular Formula: C₁₉H₃₄O₂
• Molecular Weight: 294.478
• European Community (EC) Number: 606-852-5
• NSC Number: 707238
• UNII: A64XK94MSS
• DSSTox Substance ID: DTXSID401021873
• Nikkaji Number: J962.254C
• Metabolomics Workbench ID: 126084
• ChEMBL ID: CHEMBL2004275
• Mol file: 21870-97-3.mol

Synonyms:21870-97-3;methyl (10E,12Z)-octadeca-10,12-dienoate;(10E,12Z)-10,12-Octadecadienoic acid methyl ester;A64XK94MSS;T10,C12-cla methyl ester;Methyl linoleate, (10E,12Z)-;Methyl 10-trans-12-cis-linoleate;10-trans-12-cis-octadecadienoic acid methyl ester;10-trans,12-cis-Linoleic acid methyl ester;(10E,12Z)-MethylEster10,12-Octadecadienoate;10-trans,12-cis-Octadecadienoic acid methyl ester;trans-10-cis-12-Octadecadienoic acid methyl ester;10,12-Octadecadienoic acid, (10E,12Z)-, methyl ester;NSC707238;methyl 10-trans,12-cis-octadecadienoate;trans-10, methyl ester;UNII-A64XK94MSS;(10E,12Z)-Methyl linoleate;SCHEMBL5670193;CHEMBL2004275;KMXSXYSNZMSDFK-UQGDGPGGSA-N;DTXSID401021873;methyl-(e,z)-10,12-octadecadienoate;NSC-707238;METHYL-10tr,12c-OCTADECADIENOATE;PD077330;trans-10,cis-12 Octadecadienoic acid methyl ester

Chemical Property of (10E,12Z)-10,12-Octadecadienoic acid methyl ester

Chemical Property:

• Vapor Pressure: 7.42E-06mmHg at 25°C
• Boiling Point: 376.1oC at 760 mmHg
• Flash Point: 98.7oC
• PSA: 26.30000
• Density: 0.884g/cm3
• LogP: 5.97290
• XLogP3: 7.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 15
• Exact Mass: 294.255880323
• Heavy Atom Count: 21
• Complexity: 279

Purity/Quality:

NLT 98% ^*data from raw suppliers

(10E,12Z)-MethylEster10,12-Octadecadienoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CC=CCCCCCCCCC(=O)OC
• Isomeric SMILES: CCCCC/C=C\C=C\CCCCCCCCC(=O)OC
• Uses: (10E,12Z)-Methyl Ester 10,12-Octadecadienoic Acid is a fatty acid methyl ester is synthetically produced during the synthesis of biodiesel from Styrax confusus Hemsl oil catalyzed by a magnetic solid acid heterogeneous catalyst. (10E,12Z)-Methyl Ester 10,12-Octadecadienoic Acid is also found as a component in suet oil and as a volatile flavour compound in muscle and adipose tissue of Yanchi Tan sheep.

Technology Process of (10E,12Z)-10,12-Octadecadienoic acid methyl ester

There total 11 articles about (10E,12Z)-10,12-Octadecadienoic acid methyl ester 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: 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:

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) + (10E,12Z)-10,12-octadecadienoic acid methyl ester (1002-79-5,13038-48-7,13058-53-2,38433-72-6,21870-97-3)

Guidance literature:

2,8,9-tris(2-methylpropyl)-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane; In acetonitrile; at 40 ℃; for 49h; under 750.06 Torr; Title compound not separated from byproducts;

DOI:10.1002/adsc.200505224

Reference yield:

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) + 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)

Guidance literature:

With Ru/Cs-USY⁽⁴⁰⁾; In decane; at 165 ℃; for 4h; under 2625.26 Torr; Autoclave; Inert atmosphere;

DOI:10.1002/cssc.201100015

upstream raw materials:

hexylidenetriphenylphosphoran

(E)-11-Formyl-10-undecensaeure-methylester

diazomethane

linoleic acid

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.