Metathesis of 9 , 12-Octadecenoic Acid Methyl Ester : A Potential Source for Industrially Important Platform Chemicals

doi:10.21275/v4i11.nov151536

Paper

Metathesis of 9 , 12-Octadecenoic Acid Methyl Ester : A Potential Source for Industrially Important Platform Chemicals

Published 2015 · Yelchuri Vyshnavi, R. Prasad, M. Karuna

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Abstract

With the increase in environmental concern the demand for renewable sources and modern, greener synthetic routes is growing day by day. A number of self and cross-metathesis reactions were carried out across the 9-octadecenoic acid, and different vegetable oils, to develop a range of organic intermediates useful for lubricants, plasticizers, cosmetics, and grease applications. However, there is no systematic data available on the metathesis of fatty acids with more than one double bond. In this context, the present study was focused on the use of olefin metathesis for the preparation of industrial platform chemicals from 9,12-octadecenoic acid methyl ester employing Grubb’s second generation catalyst, 0.03 m mol concentration at 40-45 oC for 36 h. 6-pentadecene (5%), and cyclic hydrocarbon cyclodecacyclododecene (19 %) were observed in major amounts. Mono esters namely cyclopropaneoctanoic acid methyl ester (12%) and pentadecenoic acid methyl ester (11 %) were also observed, which may have potential as synthetic organic intermediates.

Study Snapshot

Metathesis of 9,12-octadecenoic acid methyl ester using Grubb's second generation catalyst successfully produces industrially important platform chemicals, such as 6-pentadecene and cyclodecacyclododecene, with potential for greener synthetic routes.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Metathesis of 9 , 12-Octadecenoic Acid Methyl Ester : A Potential Source for Industrially Important Platform Chemicals

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References

Synthesis of industrially important platform chemicals via olefin metathesis of palash fatty acid methyl esters

Olefin metathesis of palash fatty acid methyl esters can produce industrially important platform chemicals, with cyclodecacyclotetradecene being the major product.

Metathesis of tobacco fatty acid methyl esters: Generation of industrially important platform chemicals

Self-metathesis of tobacco fatty acid methyl esters produces industrially important platform chemicals, such as 9-octadecene and cyclodecacyclododecene, for polymers and biolubricants.

Sunflower-based Feedstocks in Nonfood Applications: Perspectives from Olefin Metathesis

Recent developments in olefin metathesis catalysts offer promising opportunities for tailoring sunflower-based feedstocks into products for new niche market applications, such as biofuel, biopolymers, fragrances, and fine chemicals.

Biodiesel production from tobacco (Nicotiana tabacum L.) seed oil with a high content of free fatty acids

Tobacco seed oil can be effectively converted into biodiesel with a two-step process, yielding about 91% fatty acid methyl esters (FAME) within 30 minutes.

Metathesis of unsaturated fatty acids: Synthesis of long-chain unsaturated-α,ω-dicarboxylic acids

The second-generation Grubbs catalyst effectively catalyzes solvent-free self-metathesis of monounsaturated fatty acids, enabling large-scale production of useful monounsaturated dicarboxylic acids and long-chain unsaturated hydrocarbons.

Citations

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