1191-41-9

Usage

Uses

Used in Cosmetics and Skincare:
LINOLENIC ACID ETHYL ESTER is used as an emollient for [application type] in indoor tanning preparations for [application reason] providing skin hydration and improving the texture of the skin.
Used in Pharmaceutical Applications:
LINOLENIC ACID ETHYL ESTER is used as an ingredient for [application type] enhancing the fragrance of a product for [application reason] improving the sensory experience and overall appeal of the product.
Used in Biodiesel Production:
LINOLENIC ACID ETHYL ESTER is used as a component in [application type] biodiesel production from castor oil using ethanol for [application reason] creating a sustainable and eco-friendly fuel source.
Used in Antimicrobial Applications:
LINOLENIC ACID ETHYL ESTER is used as an antimicrobial agent for [application type] inhibiting the growth of various microorganisms such as S. mutans, C. albicans, and P. gingivalis for [application reason] providing protection against infections and maintaining oral health.
Used in Research and Development:
LINOLENIC ACID ETHYL ESTER is used as a substrate in [application type] lipid peroxidation assays for [application reason] evaluating antioxidant activity and understanding the compound's role in various biological processes.

Air & Water Reactions

Slowly oxidized in air

Reactivity Profile

LINOLENIC ACID ETHYL ESTER is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. LINOLENIC ACID ETHYL ESTER is sensitive to light. LINOLENIC ACID ETHYL ESTER is incompatible with strong oxidizers, strong acids and strong bases.

Fire Hazard

LINOLENIC ACID ETHYL ESTER is probably combustible.

Biochem/physiol Actions

Ethyl linolenate may be used as a reference molecule in systems developed to measure fatty acid esters derived from tissues, membranes and lipids, especially associated with alcohol abuse. Ethyl linolenate is being studied as a possible skin whitening agent with anti-melanogenesis activity.

InChI:InChI=1/C20H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h5-6,8-9,11-12H,3-4,7,10,13-19H2,1-2H3/b6-5+,9-8+,12-11+

Upstream product

• 64-17-5 ethanol 
• 463-40-1 (9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid 
• 122-51-0 orthoformic acid triethyl ester 
• 105-58-8 Diethyl carbonate 

Downstream Products

• 506-44-5 linolenyl alcohol 
• 57086-93-8 α-linolenoyl ethanolamide 
• 92177-52-1 9,12, 15-octadecatrienoic acid ethyl ester 
• 463-40-1 (9Z,12Z,15Z)-octadeca-9-12,15-trienoic acid 
• 64875-26-9 Benzyl-diethyl-((9Z,12Z,15Z)-octadeca-9,12,15-trienyl)-ammonium; chloride 

Relevant academic research and scientific papers

Linoleic acid, α-linolenic acid, and monolinolenins as antibacterial substances in the heat-processed soybean fermented with Rhizopus oligosporus

Antibacterial activities against Staphylococcus aureus and Bacillus subtilis were found in an ethanol fraction of tempe, an Indonesian fermented soybean produced using Rhizopus oligosporus. The ethanol fraction contained free fatty acids, monoglycerides, and fatty acid ethyl esters. Among these substances, linoleic acid and α-linolenic acid exhibited antibacterial activities against S. aureus and B. subtilis, whereas 1-monolinolenin and 2-monolinolenin exhibited antibacterial activity against B. subtilis. The other free fatty acids, 1-monoolein, monolinoleins, ethyl linoleate, and ethyl linolenate did not exhibit bactericidal activities. These results revealed that R. oligosporus produced the long-chain polyunsaturated fatty acids and monolinolenins as antibacterial substances against the Gram-positive bacteria during the fungal growth and fermentation of heat-processed soybean.

Zirconium-containing metal organic frameworks as solid acid catalysts for the esterification of free fatty acids: Synthesis of biodiesel and other compounds of interest

Zr-containing metal organic frameworks (MOFs) formed by terephthalate (UiO-66) and 2-aminoterephthalate ligands (UiO-66-NH2) are active and stable catalysts for the acid catalyzed esterification of various saturated and unsaturated fatty acids with MeOH and EtOH, with activities comparable (in some cases superior) to other solid acid catalysts previously reported in literature. Besides the formation of the corresponding fatty acid alkyl esters as biodiesel compounds (FAMEs and FAEEs), esterification of biomass-derived fatty acids with other alcohols catalyzed by the Zr-MOFs allows preparing other compounds of interest, such as oleyl oleate or isopropyl palmitate, with good yields under mild conditions.

Preparation of n-3 PUFAs ethyl esters by an efficient biocatalyzed solvent-free process

alpha-Linolenic acid (ALA), eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) have been subjected to esterification with ethanol in presence of lipase B from Candida antarctica (Novozym 435), in solvent free condition. The use of alcohol donors triethyl orthoformate (TEOF) or diethyl carbonate (DEC) instead of free ethanol, allowed working in irreversible esterification conditions and ALA-, EPA- and DHA-ethyl esters were obtained in quantitative yields.

Compositions and methods of omega polyunsaturated fatty acids for the treatment of oral diseases

The invention discloses a novel discovery of anti-microbial activity against oral bacteria, which can be applied for controlling and preventing oral diseases, of omega-3, omega-6, and omega-9 fatty acids, but not limited to omega-3, omega-6, and omega-9 fatty acids; omega-3, omega-6, and omega-9 fatty acid methyl esters, and omega-3, omega-6, omega-9 fatty acid ethyl esters and their application method. The application of this discovery includes the preparation of drugs, dietary supplements, food and daily necessities with oral health care and therapeutic effects.

Novel H3PW12O40: Catalysed esterification reactions of fatty acids at room temperature for biodiesel production

The catalytic activity of Bronsted acids on fatty acid (FA) esterification at room temperature has been investigated. Noticeably, the H 3PW12O40 heteropolyacid (HPW) showed a very high activity than other catalysts herein evaluated, i.e. p-toluene sulfonic acid and sulfuric acid. High yields in ethyl esters (ca. 90%) were reached after a 4 h reaction at 25 °C on a HPW catalysed reactions. Despite the fact that HPW catalyst was used in a homogeneous phase, it could be efficiently recovered and reused through out a simple recycling protocol, without any activity loss. The effects of alcohol and the FA nature on yield reaction were also investigated.

Process for producing fatty acid alkyl ester composition

An object of the present invention is to solve a problem of separation and recovery of catalysts present in an alkali metal catalytic method currently often used, a problem of excess consumption of a catalyst by a free fatty acid in a raw material, and other problems, and to solve a problem of the presence of a large excess amount of alcohol in a conventional supercritical methanol method, and to provide a method for producing a fatty acid alkyl ester composition in a reaction system containing water and free fatty acid present. The present invention has attained the above-mentioned object by provided a method for producing a fatty acid alkyl ester composition using fats and oils containing a fatty acid glyceride and/or fatty acid, wherein alcohol and/or water is allowed to co-exist with the above-mentioned fats and oils and the reaction is conducted under conditions of a temperature of 100° C. to 370° C. and a pressure of 1 to 100 MPa.

PROCESS FOR EXTRACTION AND CATALYTIC ESTERIFICATION OF FATTY ACIDS FOUND IN SEWAGE SCUM

The innovation proposed herein describes the process of a fatty acids esterification presents in the sewage scum namely the surface phase of sewage rich in fatty matter, being that this fatty acids are extracted from the scum and esterified by acid catalysts and reagents like as methanol or ethanol.