502-53-4

Basic information

• Product Name: MONOCAPROIN
• Synonyms: MONOCAPROIN;2,3-dihydroxypropyl hexanoate;1-hexylglycerol;Hexanoic acid 2-hydroxy-1-(hydroxymethyl)ethyl ester;1-O-Caproylglycerol;Hexanoic acid 2,3-dihydroxypropyl ester;hexanoic acid glyceryl ester
• CAS NO: 502-53-4
• Molecular Formula: C₉H₁₈O₄
• Molecular Weight: 190.24
• EINECS: 207-943-9
• Mol File: 502-53-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 18.5-19.5 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4)(1:3))
• Boiling Point: 310.2°Cat760mmHg
• Flash Point: 117.2°C
• Appearance: /
• Density: 1.081g/cm³
• Vapor Pressure: 5.48E-05mmHg at 25°C
• Refractive Index: 1.463
• PKA: 13.16±0.20(Predicted)
• CAS DataBase Reference: MONOCAPROIN(CAS DataBase Reference)
• NIST Chemistry Reference: MONOCAPROIN(502-53-4)
• EPA Substance Registry System: MONOCAPROIN(502-53-4)

Safety Data

• Hazardous Substances Data: 502-53-4(Hazardous Substances Data)

Usage

General Description

MONOCAPROIN is a chemical compound made up of monoglycerides of caproic acid, which belongs to the class of fatty acid esters. It is commonly used as an emulsifier, stabilizer, and antifoaming agent in various food and cosmetic products. This chemical is known for its ability to improve the texture, consistency, and shelf life of food items, as well as to create stable emulsions in cosmetic products. In addition, MONOCAPROIN has been approved by the Food and Drug Administration (FDA) for use in food and is generally recognized as safe (GRAS) when used in accordance with good manufacturing practices.

InChI:InChI=1/C9H18O4/c1-2-3-4-5-9(12)13-7-8(11)6-10/h8,10-11H,2-7H2,1H3

Upstream product

• 142-61-0 Hexanoyl chloride 
• 100-79-8 (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol 
• 56-81-5 glycerol 
• 142-62-1 hexanoic acid 
• 111-64-8 n-octanoic acid chloride 
• 96-24-2 3-monochloro-1,2-propanediol 
• 556-52-5 oxiranyl-methanol 
• 106-70-7 methyl hexanoate 
• 2051-49-2 n-hexanoic anhydride 
• 20620-19-3 (2,2-dimethyl-1,3-dioxolane-4-yl)methyl caproate 

Downstream Products

• 106972-45-6 hexyl glycerol 
• 100078-38-4 2-O-hexylglycerol 

Relevant articles and documents

Antimicrobial effects of 1-monocaprylin and 1-monocaproin through in vitro growth inhibition and molecular docking studies

1-monocaproin and 1-monocaprylin synthesized through a novel process by the chemical reaction of glycidol and their respective fatty acids with copper acetate as the catalyst possessed the amphiphilic property. 1- monoacyl glycerols synthesized were found to exhibit antibacterial, antifungal, anti parasitic and antiviral properties. 1-monocaproin and 1- monocaprylin were able to show their antibacterial effect by inhibiting the growth of the Gram negative bacteria Escherichia coli, Pseudomonas aeruginosa and Gram positive bacteria Staphylococcus aureus, Bacillus subtilis at concentrations of 100-500 ppm. The Minimal Inhibitory Concentration (MIC) of both 1-monoacyl glycerols were found to be 0.5 ppm. 1-monocaproin and 1-monocaprylin were able to show their antifungal effect by inhibiting the growth of the filamentous fungi Mucor racemosus and Rhizopus stolonifer at the concentration of 1000 ppm. Based on the molecular interaction and common binding interaction study, 1- monocaproin is expected to exhibit a similar antiviral activity as that of Oseltamivir to H5N1 influenza virus hemagglutinin. 1-monocaprylin and 1- monocaproin synthesized using copper acetate could exhibit a broad spectrum antimicrobial effect in combination with other monoacyl glycerols or with other antimicrobial agents.

1-O-Alkyl (di)glycerol ethers synthesis from methyl esters and triglycerides by two pathways: Catalytic reductive alkylation and transesterification/reduction

From available and bio-sourced methyl esters, monoglycerides or oleic sunflower refined oil, the corresponding 1-O-alkyl (di)glycerol ethers were obtained in both high yields and selectivity by two different pathways. With methyl esters, a reductive alkylation with (di)glycerol was realized under 50 bar hydrogen pressure in the presence of 1 mol% of Pd/C and an acid co-catalyst. A second two step procedure was evaluated from methyl esters or triolein and consisted of a first transesterification to the corresponding monoglyceride with a BaO/Al2O3 catalyst, then its reduction to the desired glycerol monoether with a recyclable heterogeneous catalytic system Pd/C and Amberlyst 35 under H2 pressure. In addition, a mechanism for the reaction was also proposed.

Study of the effect of DATEM. 1. Influence of fatty acid chain length on rheology and baking

To answer the question of which fatty acid residue is the most effective, diacetyltartaric esters of monoglycerides (DATEMs) with fatty acids of chain lengths 6:0-20:0 were synthesized. The activity of synthesized DATEMs and commercial DATEM products was studied by means of rheological methods and a microscale baking test with 10 g of flour. Variation of the acyl residue from 6:0 to 22:0 showed that stearic acid (18:0) had the best effect on the baking activity of DATEM (loaf volume increased by 62%). DATEMs containing unsaturated fatty acids (18:1, 18:2) or DATEMs produced from diacylglycerols instead of monoacylglycerols showed a slight increase of the loaf volumes. A slight effect of DATEM on the rheology of dough was observed. However, much greater was the effect on the gluten isolated from doughs prepared with DATEM. The resistance of gluten to extension was increased after the addition of increasing amounts of DATEM (0.1-0.5%). Within the series of DATEMs derived from the homologous series of monoacylglycerols the product based on glycerol monostearate (18:0) showed a maximum increase of the gluten resistance.