TRILINOLEIN

Base Information

• Chemical Name: TRILINOLEIN
• CAS No.: 537-40-6
• Molecular Formula: C57H98 O6
• Molecular Weight: 879.402
• Hs Code.: 2916190090
• European Community (EC) Number: 208-666-6
• UNII: V5LJ52OGS7
• DSSTox Substance ID: DTXSID1042653
• Nikkaji Number: J188.385B
• Wikipedia: Linolein
• Wikidata: Q3539173
• Metabolomics Workbench ID: 6726
• ChEMBL ID: CHEMBL3343985
• Mol file: 537-40-6.mol

Synonyms:9,12-Octadecadienoicacid (9Z,12Z)-, 1,2,3-propanetriyl ester (9CI); 9,12-Octadecadienoic acid(Z,Z)-, 1,2,3-propanetriyl ester; Linolein, tri- (6CI,7CI,8CI); Efaderma F;Glycerin trilinoleate; Glycerol trilinoleate; Glyceryl trilinoleate; Linoleictriglyceride; Triglyceride LLL; Trilinolein; Trilinoleoylglycerol; Trilinoleylglyceride

Chemical Property of TRILINOLEIN

Chemical Property:

• Melting Point: -5--4 °C
• Refractive Index: n20/D 1.479
• Boiling Point: 816.5°Cat760mmHg
• Flash Point: 302.9°C
• PSA: 78.90000
• Density: 0.933g/cm³
• LogP: 17.42510
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), Hexanes (Slightly)
• XLogP3: 20.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 50
• Exact Mass: 878.73634084
• Heavy Atom Count: 63
• Complexity: 1130

Purity/Quality:

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

Glycerol Trilinoleate ^*data from reagent suppliers

Safty Information:

• Statements: 53

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCC=CCC=CCCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCC=CCCCCC)OC(=O)CCCCCCCC=CCC=CCCCCC
• Isomeric SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)OCC(OC(=O)CCCCCCC/C=C\C/C=C\CCCCC)COC(=O)CCCCCCC/C=C\C/C=C\CCCCC
• Uses: A linoleate triacylglycerol compound. Polyunsaturaded fatty acid. trilinolein is an emollient, it replenishes the lipids present in the stratum corneum, thereby improving skin look, feel, and texture. Depending on a formulator’s requirements, it can also be used as a solvent and to control a formula’s viscosity.

Technology Process of TRILINOLEIN

There total 6 articles about TRILINOLEIN 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: 53.4%

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) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 1,2,3-tri(cis,cis-9,12-octadecadienoyloxy)propane (537-40-6)

Guidance literature:

With phosphate buffer; lipase from Humicola lanuginosa No_. 3; In water; at 45 ℃; for 18h;

Reference yield:

→ 1,2,3-tri(cis,cis-9,12-octadecadienoyloxy)propane (537-40-6)

Guidance literature:

With ethanol; zinc;

DOI:10.1021/ja01266a021

Reference yield:

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 1,2,3-tri(cis,cis-9,12-octadecadienoyloxy)propane (537-40-6)

Guidance literature:

With quinoline; chloroform;

upstream raw materials:

linoleic acid

glycerol

linoleyl chloride

1,2,3-trichloropropane

Downstream raw materials:

(13R,9Z,11E)-13-hydroperoxy-9,11-octadecadienoic acid

glycerol tristearate

(9Z,12Z)-octadecane-9,12-dien-1-amine

Linoleyl alcohol

Refernces

• 1、 Rosu, Roxana,Yasui, Mamoru,Iwasaki, Yugo,Yamane, Tsuneo. "Enzymatic synthesis of symmetrical 1,3-diacylglycerols by direct esterification of glycerol in solvent-free system". . p. 839 - 843. Retrieved 2007/10/03.
• 2、 Omar, Ibrahim Che,Nishio, Naomichi,Nagai, Shiro. "Fat Hydrolysis and Esterification by a Lipase from Humicola lanuginosa". . p. 2153 - 2160. Retrieved 2007/10/02.