5431-33-4

Basic information

• Product Name: 2,3-epoxypropyl oleate
• Synonyms: 2,3-epoxypropyl oleate;GLYCIDYLOLEATE;Oleic acid oxiran-2-ylmethyl ester;Oleic acid oxirane-2-ylmethyl ester
• CAS NO: 5431-33-4
• Molecular Formula: C₂₁H₃₈O₃
• Molecular Weight: 338.52462
• EINECS: 226-588-0
• Product Categories: Fatty Acid Derivatives & Lipids;Glycerols;Heterocycles;Isotope Labelled Compounds
• Mol File: 5431-33-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: -1 °C
• Boiling Point: 414.64°C (rough estimate)
• Flash Point: 163.7°C
• Appearance: /
• Density: 1.0380 (rough estimate)
• Vapor Pressure: 1.31E-07mmHg at 25°C
• Refractive Index: 1.5192 (estimate)
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly) , Methanol (Slightly)
• CAS DataBase Reference: 2,3-epoxypropyl oleate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-epoxypropyl oleate(5431-33-4)
• EPA Substance Registry System: 2,3-epoxypropyl oleate(5431-33-4)

Safety Data

• Hazardous Substances Data: 5431-33-4(Hazardous Substances Data)

Usage

Description

2,3-epoxypropyl oleate, also known as glycidyl oleate, is a clear, colorless oil derived from the oleic acid ester of glycerol. It is characterized by the presence of an epoxy group, which makes it a versatile compound with potential applications in various industries.

Uses

Used in Pharmaceutical Industry:
2,3-epoxypropyl oleate is used as a precursor for the preparation of Lysophosphatidic acid (LPA) analogs, which serve as agonists of the EDG2 LPA receptor. These analogs have potential applications in the development of drugs targeting various diseases and conditions.
Used in Chemical Synthesis:
As a clear, colorless oil with an epoxy group, 2,3-epoxypropyl oleate can be utilized in the synthesis of various chemical compounds, particularly those requiring the introduction of an epoxy functionality. This makes it a valuable intermediate in the production of specialty chemicals and materials.
Used in Research Applications:
Due to its unique chemical properties, 2,3-epoxypropyl oleate can be employed in research settings to study the effects of epoxy-containing compounds on biological systems, as well as to develop new methodologies for the synthesis of complex molecules.

InChI:InChI=1/C21H38O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(22)24-19-20-18-23-20/h9-10,20H,2-8,11-19H2,1H3/b10-9-

Upstream product

• 143-19-1 sodium Oleate 
• 106-89-8 epichlorohydrin 
• 112-77-6 (Z)-9-octadecenoyl chloride 
• 556-52-5 oxiranyl-methanol 
• 112-80-1 cis-Octadecenoic acid 
• 112-62-9 Methyl oleate 

Downstream Products

• 102390-01-2 (Z)-Octadec-9-enoic acid 1-hydroxymethyl-2-phenylamino-ethyl ester 
• 102390-02-3 1-oleyl ester of 3-(N-phenylamino)-1,2-propanediol 
• 1716-07-0 1,3-dioleoyl-2-palmitoylglycerol 
• 10311-82-7 1-oleoyl-3-chloro-1,2-propanediol 
• 1321603-35-3 C₂₇H₄₂N₂O₇S₂ 

Relevant articles and documents

Selenated and Sulfurated Analogues of Triacyl Glycerols: Selective Synthesis and Structural Characterization

The synthesis of sulfur- and selenium-containing isosters of triacyl glycerols is herein described. Regioselective fluoride-induced ring-opening reaction of suitable substituted thiiranes with bis(trimethyl)silyl selenide, followed by in situ S- and Se-acylation with fatty acid acyl chlorides, enables the one pot synthesis of mixed chalcogeno esters in good yield. The key step of this methodology is the functionalization of S?Si and Se?Si bonds of silyl chalcogenides, generated in situ under mild conditions. A related procedure for the synthesis of functionalized selenides, bearing two thiol ester and two ester moieties, was also developed through a fine tuning of the reaction conditions. The physico-chemical properties of these novel fatty acid chalcogeno esters have been investigated through DSC, SAXS, WAXS, FTIR and polarized optical microscopy, and compared to those of the common triglycerides in order to highlight the effect of the replacement of oxygen with other chalcogen elements in the polar head of the lipid.

Fatty acid monomer, preparation method and thermoplastic macromolecule synthesized through application

The invention discloses a fatty acid monomer, a preparation method and a thermoplastic macromolecule synthesized through application. Tetramethyl guanidine and other catalysts are mainly utilized to catalyze a monomer containing halogen elements (Cl, Br and I) or halogen element and fatty acid, and the fatty acid monomer and thermoplastic macromolecule are obtained through efficient reaction. The application range can be thus widened by functionally improving the obtained fatty acid monomer and thermoplastic macromolecule. The reaction process is mild in condition, the catalytic efficiency of the catalysts is very high, few side reactions is produced, products are easy to separate and purify, and the fatty acid monomer and the thermoplastic macromolecule have a very high industrial application prospect.

Direct determination of MCPD fatty acid esters and glycidyl fatty acid esters in vegetable oils by LC-TOFMS

Analysis of MCPD esters and glycidyl esters in vegetable oils using the indirect method proposed by the DGF gave inconsistent results when salting out conditions were varied. Subsequent investigation showed that the method was destroying and reforming MCPD during the analysis. An LC time of flight MS method was developed for direct analysis of both MCPD esters and glycidyl esters in vegetable oils. The results of the LC-TOFMS method were compared with the DGF method. The DGF method consistently gave results that were greater than the LC-TOFMS method. The levels of MCPD esters and glycidyl esters found in a variety of vegetable oils are reported. MCPD monoesters were not found in any oil samples. MCPD diesters were found only in samples containing palm oil, and were not present in all palm oil samples. Glycidyl esters were found in a wide variety of oils. Some processing conditions that influence the concentration of MCPD esters and glycidyl esters are discussed.