17598-91-3

Basic information

• Product Name: 1,2-dihexanoylglycerol
• Synonyms: 1,2-dihexanoylglycerol;1-O,2-O-Dicaproyl-sn-glycerol;Dihexanoic acid 3-hydroxy-1,2-propanediyl ester
• CAS NO: 17598-91-3
• Molecular Formula: C₁₅H₂₈O₅
• Molecular Weight: 288.38
• Mol File: 17598-91-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 372°Cat760mmHg
• Flash Point: 123.7°C
• Appearance: /
• Density: 1.026g/cm³
• Vapor Pressure: 4.73E-07mmHg at 25°C
• Refractive Index: 1.457
• CAS DataBase Reference: 1,2-dihexanoylglycerol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-dihexanoylglycerol(17598-91-3)
• EPA Substance Registry System: 1,2-dihexanoylglycerol(17598-91-3)

Safety Data

• Hazardous Substances Data: 17598-91-3(Hazardous Substances Data)

Usage

Type of compound

Diglyceride

Class

Lipid

Role in cell membranes

Essential for structure and function

Applications

Pharmaceutical (excipient and drug delivery system), research and development (model compound for studying lipid-protein and lipid-biomolecule interactions)

Investigation for therapeutic effects

Neurological disorders and cancer treatment

Unique properties

Potential for a wide range of applications in biological systems

Derivation

Glycerol and hexanoic acid

Molecular structure

Consists of two hexanoyl chains esterified to a glycerol backbone at the 1st and 2nd positions

Physical state

Likely a liquid or semi-solid at room temperature due to the long hydrocarbon chains

Solubility

Soluble in organic solvents, such as chloroform and methanol, but not in water

Stability

Relatively stable under normal storage conditions, but sensitive to heat, light, and oxidation

Purity

Typically synthesized with high purity for research and pharmaceutical applications

Safety

Generally considered safe for use in pharmaceuticals and research, but potential hazards may exist depending on the specific application and concentration.

InChI:InChI=1/C15H28O5/c1-3-5-7-9-14(17)19-12-13(11-16)20-15(18)10-8-6-4-2/h13,16H,3-12H2,1-2H3

Upstream product

• 142-61-0 Hexanoyl chloride 
• 56-81-5 glycerol 
• 142-62-1 hexanoic acid 
• 102701-68-8 Hexanoic acid 1-benzyloxymethyl-2-hexanoyloxy-ethyl ester 

Relevant articles and documents

Preparation of glycerol carbonate esters by using hybrid nafion-silica catalyst

Glycerol carbonate esters (GCEs), which are valuable biomass-derivative compounds, have been prepared through the direct esterification of glycerol carbonate and long organic acids with different chain lengths, in the absence of solvent, and with heterogeneous catalysts, including acidic-organic resins, zeolites, and hybrid organic-inorganic acids. The best results, in terms of activity and selectivity towards GCEs, were obtained using a Nafion-silica composite. A full reaction scheme has been established, and it has been demonstrated that an undesired competing reaction results in the generation of glycerol and esters derived from a secondary hydrolysis of the endocyclic ester group, which is attributed to water formed during the esterification reaction. The influence of temperature, substrate ratio, catalyst-to-substrate ratio, and the use of solvent has been studied and, under optimized reaction conditions and with the adequate catalyst, it was possible to achieve 95 % selectivity for the desired product at 98 % conversion. It was demonstrated that the reaction rate decreased as the number of carbon atoms in the linear alkyl chain of the carboxylic acid increased for both p-toluenesulfonic acid and Nafion-silica nanocomposite (Nafion SAC-13) catalysts. After fitting the experimental data to a mechanistically based kinetic model, the reaction kinetic parameters for Nafion SAC-13 catalysis were determined and compared for reactions involving different carboxylic acids. A kinetic study showed that the reduced reactivity of carboxylic acids with increasing chain lengths could be explained by inductive as well as steric effects. Chain reaction: The esterification of glycerol carbonate with carboxylic acids to produce glycerol carbonate esters, which are valuable biomass-derivative compounds, has been investigated. A Nafion-silica nanocomposite is shown to be an excellent catalyst, and after fitting the experimental data to a kinetic model, the kinetic parameters were determined and compared for reactions involving different carboxylic acids. Copyright