1,2-Dioleoyl-rac-glycerol

Base Information

• Chemical Name: 1,2-Dioleoyl-rac-glycerol
• CAS No.: 2442-61-7
• Deprecated CAS: 1202867-08-0
• Molecular Formula: C₃₉H₇₂O₅
• Molecular Weight: 620.998
• UNII: ADK3G923Z3
• DSSTox Substance ID: DTXSID00892088
• Nikkaji Number: J367.702H
• Wikidata: Q27123375
• Mol file: 2442-61-7.mol

Synonyms:(+--)-1,2-diolein;(+--)-1,2-dioleoylglycerol;1,2-diolein;1,2-dioleoyl-dl-glycerol;1,2-dioleoyl-rac-glycerol;1,2-dioleoylglycerol;1,2-glyceryl dioleate;9-octadecenoic acid (9Z)-, 1,1'-(1-(hydroxymethyl)-1,2-ethanediyl) ester;9-octadecenoic acid (9Z)-, 1-(hydroxymethyl)-1,2-ethanediyl ester;9-octadecenoic acid (9Z)-, diester with 1,2,3-propanetriol;9-octadecenoic acid (Z)-, 1-(hydroxymethyl)-1,2-ethanediyl ester;di-oleoylglycerol;diolein;dioleoylglycerol;glycerol dioleate;glyceryl 1,2-dioleate;oleic acid diglyceride;olein, 1,2-di-

Chemical Property of 1,2-Dioleoyl-rac-glycerol

Chemical Property:

• Boiling Point: 670.8 °C at 760 mmHg
• PKA: 13.69±0.10(Predicted)
• Flash Point: 186.3 °C
• PSA: 72.83000
• Density: 0.934 g/cm³
• LogP: 11.50870
• Storage Temp.: −20°C
• XLogP3: 14.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 36
• Exact Mass: 620.53797539
• Heavy Atom Count: 44
• Complexity: 671

Purity/Quality:

98%Min ^*data from raw suppliers

1,2-Dioleoyl-rac-glycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XnF
• Hazard Codes: F,Xn
• Statements: 11-20/21/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCC=CCCCCCCCC
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCC/C=C\CCCCCCCC
• Uses: 1,2-Dioleoyl-rac-glycerol is an analog of 1,3-Dioleoylglycerol (D484210) which is used in the synthesis of amphiphilic gadolinium complexes as MRI contrast agents.

Technology Process of 1,2-Dioleoyl-rac-glycerol

There total 18 articles about 1,2-Dioleoyl-rac-glycerol 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: 51.0%

trioleoylglycerol (122-32-7) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 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) + 1,3-diolein (2465-32-9,98168-52-6) + 1,2-dioleoylglycerol (2442-61-7,3738-74-7,22202-42-2,24529-88-2,26540-69-2,33735-55-6,38738-56-6,98719-67-6)

Guidance literature:

at 200 ℃; for 48h; Reagent/catalyst; Solvent; Temperature; Catalytic behavior; Inert atmosphere;

DOI:10.1039/c3gc36907b

Reference yield:

cis-Octadecenoic acid (112-80-1,2027-47-6) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 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-dioleoylglycerol (2442-61-7,3738-74-7,22202-42-2,24529-88-2,26540-69-2,33735-55-6,38738-56-6,98719-67-6)

Guidance literature:

With 1.05HO₃P*0.95C₆H₅O₃P^(2-)*0.1H₂O*Zr⁽²⁺⁾; at 180 ℃; for 1h; Reagent/catalyst;

DOI:10.1016/j.apcata.2013.04.043

Reference yield:

cis-Octadecenoic acid (112-80-1,2027-47-6) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → trioleoylglycerol (122-32-7) + 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-dioleoylglycerol (2442-61-7,3738-74-7,22202-42-2,24529-88-2,26540-69-2,33735-55-6,38738-56-6,98719-67-6)

Guidance literature:

With 1.05HO₃P*0.95C₆H₅O₃P^(2-)*0.1H₂O*Zr⁽²⁺⁾; at 180 ℃; for 1h; Reagent/catalyst;

DOI:10.1016/j.apcata.2013.04.043

upstream raw materials:

Elaidic Acid

glycerol

cis-Octadecenoic acid

trioleoylglycerol

Downstream raw materials:

1,3-diolein

cis-Octadecenoic acid

dioleoylphosphatidylcholine

2,3-dioleoyl glycerol hemisuccinate

Refernces

• 1、 Belelli,Ferretti,Apesteguía,Ferullo,Di Cosimo. "Glycerolysis of methyl oleate on MgO: Experimental and theoretical study of the reaction selectivity". . p. 132 - 144. Retrieved 2015/09/28.
• 2、 Sutter, Marc,Dayoub, Wissam,Metay, Estelle,Raoul, Yann,Lemaire, Marc. "1-O-Alkyl (di)glycerol ethers synthesis from methyl esters and triglycerides by two pathways: Catalytic reductive alkylation and transesterification/reduction". supporting information. p. 786 - 797. Retrieved 2013/04/24.