9,11-Octadecadienoic acid, (9E,11Z)-

Base Information

• Chemical Name: 9,11-Octadecadienoic acid, (9E,11Z)-
• CAS No.: 1839-11-8
• Molecular Formula: C18H32 O2
• Molecular Weight: 280.451
• Hs Code.: 2916190090
• European Community (EC) Number: 606-010-7
• NSC Number: 7886
• UNII: W0H9Y5Y19X
• Nikkaji Number: J622.658B
• Wikidata: Q27292142
• NCI Thesaurus Code: C43629
• Metabolomics Workbench ID: 38724
• Mol file: 1839-11-8.mol

Synonyms:(9Z,11E)-9,11-octadecadienoic acid;9,11-isolinoleic acid;9,11-linoleic acid;9,11-linoleic acid, (E,E)-isomer;9,11-linoleic acid, (E,Z)-isomer;9,11-linoleic acid, (Z,E)-isomer;9,11-linoleic acid, (Z,Z)-isomer;9,11-linoleic acid, potassium salt;9,11-octadecadienoate;9,11-octadecadienoic acid;9-cis-11-trans-octadecadienoic acid;c9t11 CLA;cis-9-trans-11-octadecadienoic acid;octadeca-9,11-dienoic acid;rumenic acid

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

Chemical Property:

• Vapor Pressure: 7.01E-07mmHg at 25°C
• Boiling Point: 381.6°C at 760 mmHg
• Flash Point: 278.5°C
• PSA: 37.30000
• Density: 0.911g/cm³
• LogP: 5.88450
• XLogP3: 7.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 14
• Exact Mass: 280.240230259
• Heavy Atom Count: 20
• Complexity: 267

Purity/Quality:

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

9C,11C-OCTADECADIENOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC=CC=CCCCCCCCC(=O)O
• Isomeric SMILES: CCCCCC/C=C\C=C\CCCCCCCC(=O)O

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

There total 68 articles about 9,11-Octadecadienoic acid, (9E,11Z)- 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: 72.6%

linoleic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3) → cis-9,trans-11-octadecadienoic acid (544-70-7,544-71-8,872-23-1,1839-11-8,2540-56-9)

Guidance literature:

With ruthenium-MgAlP₁₁; at 180 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c7ra10457j

Reference yield: 54.0%

(E)-2-Nonenal (18829-56-6) + (8-carboxyoctyl)triphenylphosphonium bromide (88462-46-8) → cis-9,trans-11-octadecadienoic acid (544-70-7,544-71-8,872-23-1,1839-11-8,2540-56-9) + trans-9,trans-11-octadecadienoic acid (544-70-7,544-71-8,872-23-1,1839-11-8,2540-56-9)

Guidance literature:

(8-carboxyoctyl)triphenylphosphonium bromide; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 - 20 ℃; for 2h;

(E)-2-Nonenal; In tetrahydrofuran; toluene; at -78 - 20 ℃; for 12h;

DOI:10.1016/j.tet.2006.03.006

Reference yield: 54.0%

(E)-2-Nonenal (18829-56-6) + (8-carboxyoctyl)triphenylphosphonium bromide (88462-46-8) → cis-9,trans-11-octadecadienoic acid (544-70-7,544-71-8,872-23-1,1839-11-8,2540-56-9) + trans-9,trans-11-octadecadienoic acid (544-70-7,544-71-8,872-23-1,1839-11-8,2540-56-9)

Guidance literature:

(8-carboxyoctyl)triphenylphosphonium bromide; With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 - 20 ℃; for 2h;

(E)-2-Nonenal; In tetrahydrofuran; toluene; at -78 - 20 ℃; for 12h;

DOI:10.1016/j.tet.2006.03.006

upstream raw materials:

trans-ximenynic acid

linoleic acid methyl ester

tetrachloromethane

linoleic acid

Downstream raw materials:

trans-9,trans-11-octadecadienoic acid

(9Z,11E)-methyl octadeca-9,11-dienoate