9,12-Octadecadienoic acid (9Z,12Z)-, dimer

Base Information

• Chemical Name: 9,12-Octadecadienoic acid (9Z,12Z)-, dimer
• CAS No.: 6144-28-1
• Deprecated CAS: 116745-32-5,60476-23-5,64080-88-2,6993-47-1,74083-25-3,89718-18-3
• Molecular Formula: C₁₈H₃₂O₂
• Molecular Weight: 280.451
• European Community (EC) Number: 612-147-3
• Mol file: 6144-28-1.mol

Synonyms:6144-28-1;9,12-Octadecadienoic acid (9Z,12Z)-, dimer;9,12-Octadecadienoic acid (Z,Z)-, dimer;Dilinol acid;67922-65-0;DILINOLEICACID;Linoleic acid, dimer;SCHEMBL418058;LS-168837;9,12-Octadecadienoic acid, (Z,Z)-, dimer;9, 12- octadecadienoic acid (Z, Z)- , dimer

Chemical Property of 9,12-Octadecadienoic acid (9Z,12Z)-, dimer

Chemical Property:

• Vapor Pressure: 4.12E-15mmHg at 25°C
• Melting Point: 105-190 °C
• Boiling Point: 616.1°C at 760 mmHg
• Flash Point: 248°C
• Density: 0.924g/cm³
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 28
• Exact Mass: 560.48046052
• Heavy Atom Count: 40
• Complexity: 267

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCC=CCC=CCCCCCCCC(=O)O.CCCCCC=CCC=CCCCCCCCC(=O)O
• Isomeric SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)O.CCCCC/C=C\C/C=C\CCCCCCCC(=O)O

Technology Process of 9,12-Octadecadienoic acid (9Z,12Z)-, dimer

There total 79 articles about 9,12-Octadecadienoic acid (9Z,12Z)-, dimer 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: 81.0%

linoleic nitrile (19836-71-6) → 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)

Guidance literature:

With sodium hydroxide; In ethanol; water; Heating;

DOI:10.1016/S0040-4039(00)92696-0

Reference yield: 22.0%

Ricinoleic acid (141-22-0,27925-02-6,7431-95-0,84799-84-8) → 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) + trans-10,cis-12-octadecadienoic acid (1072-36-2,2420-44-2,2420-56-6,7307-45-1,22880-03-1) + 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) + 10E,12E-octadecadienoic acid (1072-36-2) + (R,Z)-13-hexyloxacyclotridec-10-en-2-one (59744-10-4,62272-86-0,68399-13-3,69651-29-2,127062-51-5,127062-52-6,127062-54-8)

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: 5.39%

soybean oil, refined, bleached and deodorized → trans fatty acid; mixture of + cis-Octadecenoic acid (112-80-1,2027-47-6) + 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) + (9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid (463-40-1,1955-33-5,21661-10-9,21661-09-6,21661-13-2,21661-11-0) + stearic acid (57-11-4)

Guidance literature:

With hydrogen; mineral malachite; at 165 ℃; for 4h; under 3102.97 Torr; Conversion of starting material;

upstream raw materials:

linoleic acid methyl ester

9,12-octadecadiynoic acid

Methyl linoleate

linoleic nitrile

Downstream raw materials:

(R)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl (9Z,12Z)-9,12-octadecadienoate

gamma-dodecalactone

cis,cis-Octadeca-9,12-diensaeure-(2-<2-(2-hydroxy-ethoxy)-ethoxy>-ethylester)

3,3'-oxybis(propane-1,2-diol)

Refernces

• 1、 Bao, Li,Chen, Baosong,Han, Junjie,Liu, Hongwei,Ma, Ke,Wang, Wenzhao. "Identification and α -Glucosidase Inhibitory Activity of Meroterpenoids from Hericium erinaceus". . p. 571 - 578. Retrieved 2020/06/03.
• 2、 Zorn, Katja,Oroz-Guinea, Isabel,Brundiek, Henrike,D?rr, Mark,Bornscheuer, Uwe T.. "Alteration of Chain Length Selectivity of Candida antarctica Lipase A by Semi-Rational Design for the Enrichment of Erucic and Gondoic Fatty Acids". . p. 4115 - 4131. Retrieved 2018/10/02.