1,2-Dilinoleoyl-3-olein

Base Information

• Chemical Name: 1,2-Dilinoleoyl-3-olein
• CAS No.: 2190-21-8
• Molecular Formula: C₅₇H₁₀₀O₆
• Molecular Weight: 881.417
• Hs Code.: 1516200000
• UNII: CKD0SUX495
• DSSTox Substance ID: DTXSID001287930
• Nikkaji Number: J523.603G
• Mol file: 2190-21-8.mol

Synonyms:1,2-Dilinoleoyl-3-oleoyl-rac-glycerol;2190-21-8;1,2-Dilinoleoyl-3-olein;1-Oleo-2,3-dilinolein;2,3-Dilinoleo-1-olein;3-Oleo-1,2-dilinolein;CKD0SUX495;Linolein, 3-oleo-1,2-di-;Glyceryl 2,3-dilinoleate-1-oleate;UNII-CKD0SUX495;2,3-bis[[(9Z,12Z)-octadeca-9,12-dienoyl]oxy]propyl (Z)-octadec-9-enoate;9,12-Octadecadienoic acid (9Z,12Z)-, 1,1'-(1-((((9Z)-1-oxo-9-octadecen-1-yl)oxy)methyl)-1,2-ethanediyl) ester;9,12-Octadecadienoic acid (9Z,12Z)-, 1-((((9Z)-1-oxo-9-octadecenyl)oxy)methyl)-1,2-ethanediyl ester;9,12-Octadecadienoic acid (Z,Z)-, 1-(((1-oxo-9-octadecenyl)oxy)methyl)-1,2-ethanediyl ester, (Z)-;TG 18:1_18:2_18:2;1,2-dilinoleoyl-3-oleoylglycerol;Oleodilinolein;1,2-Linolein-3-Olein;SCHEMBL2631388;DTXSID001287930;PD069742;1,2-Dilinoleoyl-3-oleoyl-rac-glycerol, >=98%;1,2-Dilinoleoyl-3-oleoyl-rac-glycerol, analytical standard

Chemical Property of 1,2-Dilinoleoyl-3-olein

Chemical Property:

• Melting Point: -14.5--13.2 °C
• Refractive Index: 1.484
• Boiling Point: 817.3±65.0 °C(Predicted)
• PSA: 78.90000
• Density: 0.9281 g/cm3
• LogP: 17.64910
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 21
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 51
• Exact Mass: 880.75199091
• Heavy Atom Count: 63
• Complexity: 1150

Purity/Quality:

99% ^*data from raw suppliers

1,2-Dilinoleoyl-3-oleoyl-rac-glycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCC=CCCCCC)OC(=O)CCCCCCCC=CCC=CCCCCC
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OCC(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)OC(=O)CCCCCCC/C=C\C/C=C\CCCCC
• Description: 1,2-Dilinoleoyl-3-oleoyl-rac-glycerol is a triacylglycerol that contains linoleic acid (Item Nos. 90150 | 90150.1 | 21909) at the sn-1 and sn-2 positions and oleic acid (Item Nos. 90260 | 24659) at the sn-3 position. It has been found in ostrich and emu oils, as well as in the fat body of male B. lapidarius bumblebees. 1,2-Dilinoleoyl-3-oleoyl-rac-glycerol (3% w/v) reduces scald development on apples of the Delicious variety when applied immediately following harvest and assessed after six months of storage.
• Uses: 1,2-Dilinoleoyl-3-oleoyl-rac-glycerol is a triacylglycerol found in sesame oil.

Technology Process of 1,2-Dilinoleoyl-3-olein

There total 5 articles about 1,2-Dilinoleoyl-3-olein 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: 55.2%

linoleyl chloride (7459-33-8) + 1-monooleoyl glycerol (111-03-5,2716-53-2,30836-40-9,34487-30-4,69483-90-5,99297-71-9,129784-87-8,33978-07-3,925-14-4) → 1,2-dilinoleoyl-3-oleoyl-rac-glycerol (3443-42-3,64550-35-2,66964-27-0,107296-75-3,145986-52-3,2190-21-8)

Guidance literature:

With pyridine; at 60 ℃;

DOI:10.1023/A:1016285801824

Reference yield:

trioleoylglycerol (122-32-7) + 1,2,3-tri(cis,cis-9,12-octadecadienoyloxy)propane (537-40-6) → 1,3-di[(cis)-9-octadecenoyl]-2-[(cis,cis)-9,12-octadecadienoyl]glycerol (2190-19-4) + 1,3-dilinoleoyl-2-oleoyl-glycerol (2190-22-9) + 1,2-dioleoyl-3-linoleoyl-rac-glycerol (2190-20-7) + 1,2-dilinoleoyl-3-oleoyl-rac-glycerol (3443-42-3,64550-35-2,66964-27-0,107296-75-3,145986-52-3,2190-21-8)

Guidance literature:

With sodium methylate; In hexane; at 75 ℃; for 0.5h;

DOI:10.1021/ac900150j

Reference yield:

(Z)-9-octadecenoyl chloride (112-77-6) → 1,2-dilinoleoyl-3-oleoyl-rac-glycerol (3443-42-3,64550-35-2,66964-27-0,107296-75-3,145986-52-3,2190-21-8)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 60 °C

2: aq. TFA / tetrahydrofuran / 0 °C

3: 55.2 percent / pyridine / 60 °C

With pyridine; trifluoroacetic acid; In tetrahydrofuran;

DOI:10.1023/A:1016285801824

upstream raw materials:

linoleyl chloride

1-monooleoyl glycerol

(Z)-9-octadecenoyl chloride

(+/-)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl (Z)-9-octadecenoate

Downstream raw materials:

Linoleyl alcohol

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