Glycidyl Linoleate

Base Information

• Chemical Name: Glycidyl Linoleate
• CAS No.: 24305-63-3
• Molecular Formula: C₂₁H₃₆O₃
• Molecular Weight: 336.515
• Mol file: 24305-63-3.mol

Synonyms:Glycidyl Linoleate;(9Z,12Z)-9,12-Octadecadienoic Acid 2-OxiranylMethyl Ester;2,3-Epoxypropyl Linoleate;Linoleic Acid 2,3-Epoxypropyl Ester;Linoleic Acid Glycidyl Ester

Chemical Property of Glycidyl Linoleate

Chemical Property:

• Boiling Point: 431.6±33.0 °C(Predicted)
• PSA: 38.83000
• Density: 0.952±0.06 g/cm3(Predicted)
• LogP: 5.74190
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)

Purity/Quality:

NLT 98% ^*data from raw suppliers

Glycidyl Linoleate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Potential inhibitor of Monoacylglycerol Lipase.

Technology Process of Glycidyl Linoleate

There total 4 articles about Glycidyl Linoleate 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: 91.0%

linoleyl chloride (7459-33-8) + oxiranyl-methanol (556-52-5) → (9Z,12Z)-(oxiran-3-yl)methyl octadeca-9,12-dienoate (24305-63-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

Reference yield: 36.0%

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) + oxiranyl-methanol (556-52-5) → (9Z,12Z)-(oxiran-3-yl)methyl octadeca-9,12-dienoate (24305-63-3)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;

DOI:10.1021/jm070642y

Reference yield:

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)-(oxiran-3-yl)methyl octadeca-9,12-dienoate (24305-63-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 3 h / 0 - 25 °C / Inert atmosphere

2: triethylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;

upstream raw materials:

epichlorohydrin

linoleic acid

oxiranyl-methanol

linoleyl chloride

Refernces

• 1、 -. "LINOLEIC ACID DERIVATIVES, PHARMACEUTICAL COMPOSITION OR FOOD COMPOSITION COMPRISING SAID LINOLEIC ACID DERIVATIVES, AND THEIR USES". Paragraph 0137; 0160; 0162. . Retrieved 2019/12/16.