Synthesis of geranyl acetate by transesterification of geraniol with ethyl acetate over Candida antarctica lipase as catalyst in solvent‐free system
Abstract Increasing environmental awareness has forced researchers to minimize the use of organic solvents in chemical synthesis. Modern biocatalysis is a way to develop clean catalytic technologies. A process operating in solvent‐free condition using reusable biocatalyst, will be useful for the fra...
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crwiley:10.1002/ffj.3502 2024-06-02T07:58:29+00:00 Synthesis of geranyl acetate by transesterification of geraniol with ethyl acetate over Candida antarctica lipase as catalyst in solvent‐free system Bhavsar, Kalpesh V. Yadav, Ganapati D. University Grants Committee 2019 http://dx.doi.org/10.1002/ffj.3502 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fffj.3502 https://onlinelibrary.wiley.com/doi/pdf/10.1002/ffj.3502 https://onlinelibrary.wiley.com/doi/full-xml/10.1002/ffj.3502 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor Flavour and Fragrance Journal volume 34, issue 4, page 288-293 ISSN 0882-5734 1099-1026 journal-article 2019 crwiley https://doi.org/10.1002/ffj.3502 2024-05-03T11:22:57Z Abstract Increasing environmental awareness has forced researchers to minimize the use of organic solvents in chemical synthesis. Modern biocatalysis is a way to develop clean catalytic technologies. A process operating in solvent‐free condition using reusable biocatalyst, will be useful for the fragrance and flavour industry, which requires stringent specifications on impurities. A direct transesterification reaction of geraniol with ethyl acetate was carried out to produce geranyl acetate in a batch reactor using different immobilized enzymes. Among these, Novozyme 435 was the best catalyst for the synthesis of geranyl acetate in a solvent‐free medium. Parametric studies were conducted to optimize the conversion and yield. Overall, 83% conversion of geraniol with 100% selectivity to geranyl acetate was obtained at a mole ratio of 1:7 of geraniol to ethyl acetate, using 12.7 g L −1 Novozyme 435 at 60 °C for 2 h. At higher concentrations of acyl donor, it was noticed that the conversion of geranyl acetate was increased. The Lineweaver–Burk plots suggested a ternary complex with inhibition by ethyl acetate. The process is green, clean, and useful to the perfume and flavour industries. Article in Journal/Newspaper Antarc* Antarctica Wiley Online Library Flavour and Fragrance Journal 34 4 288 293 |
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Wiley Online Library |
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crwiley |
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English |
description |
Abstract Increasing environmental awareness has forced researchers to minimize the use of organic solvents in chemical synthesis. Modern biocatalysis is a way to develop clean catalytic technologies. A process operating in solvent‐free condition using reusable biocatalyst, will be useful for the fragrance and flavour industry, which requires stringent specifications on impurities. A direct transesterification reaction of geraniol with ethyl acetate was carried out to produce geranyl acetate in a batch reactor using different immobilized enzymes. Among these, Novozyme 435 was the best catalyst for the synthesis of geranyl acetate in a solvent‐free medium. Parametric studies were conducted to optimize the conversion and yield. Overall, 83% conversion of geraniol with 100% selectivity to geranyl acetate was obtained at a mole ratio of 1:7 of geraniol to ethyl acetate, using 12.7 g L −1 Novozyme 435 at 60 °C for 2 h. At higher concentrations of acyl donor, it was noticed that the conversion of geranyl acetate was increased. The Lineweaver–Burk plots suggested a ternary complex with inhibition by ethyl acetate. The process is green, clean, and useful to the perfume and flavour industries. |
author2 |
University Grants Committee |
format |
Article in Journal/Newspaper |
author |
Bhavsar, Kalpesh V. Yadav, Ganapati D. |
spellingShingle |
Bhavsar, Kalpesh V. Yadav, Ganapati D. Synthesis of geranyl acetate by transesterification of geraniol with ethyl acetate over Candida antarctica lipase as catalyst in solvent‐free system |
author_facet |
Bhavsar, Kalpesh V. Yadav, Ganapati D. |
author_sort |
Bhavsar, Kalpesh V. |
title |
Synthesis of geranyl acetate by transesterification of geraniol with ethyl acetate over Candida antarctica lipase as catalyst in solvent‐free system |
title_short |
Synthesis of geranyl acetate by transesterification of geraniol with ethyl acetate over Candida antarctica lipase as catalyst in solvent‐free system |
title_full |
Synthesis of geranyl acetate by transesterification of geraniol with ethyl acetate over Candida antarctica lipase as catalyst in solvent‐free system |
title_fullStr |
Synthesis of geranyl acetate by transesterification of geraniol with ethyl acetate over Candida antarctica lipase as catalyst in solvent‐free system |
title_full_unstemmed |
Synthesis of geranyl acetate by transesterification of geraniol with ethyl acetate over Candida antarctica lipase as catalyst in solvent‐free system |
title_sort |
synthesis of geranyl acetate by transesterification of geraniol with ethyl acetate over candida antarctica lipase as catalyst in solvent‐free system |
publisher |
Wiley |
publishDate |
2019 |
url |
http://dx.doi.org/10.1002/ffj.3502 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fffj.3502 https://onlinelibrary.wiley.com/doi/pdf/10.1002/ffj.3502 https://onlinelibrary.wiley.com/doi/full-xml/10.1002/ffj.3502 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Flavour and Fragrance Journal volume 34, issue 4, page 288-293 ISSN 0882-5734 1099-1026 |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1002/ffj.3502 |
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Flavour and Fragrance Journal |
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34 |
container_issue |
4 |
container_start_page |
288 |
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293 |
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1800741837870202880 |