Dimethyl 9-Octadecenedioate and 9-Oktadecene from Methyl Oleate Via a Ruthenium-Catalyzed Homo Olefin Metathesis Reaction

Oleic acid, one of the major components of palm oil, has attracted much interest in modern oleochemistry. The internal olefin group in oleic acid is a useful functional group in the transformation of a fatty acid to other functional chemicals and materials. In this paper, we discuss the application...

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Main Authors: Robby Roswanda, Ilham Putra, Didin Mujahidin
Format: Article
Language:English
Published: Universitas Indonesia 2017-12-01
Series:International Journal of Technology
Subjects:
Online Access:http://ijtech.eng.ui.ac.id/article/view/772
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author Robby Roswanda
Ilham Putra
Didin Mujahidin
author_facet Robby Roswanda
Ilham Putra
Didin Mujahidin
author_sort Robby Roswanda
collection DOAJ
description Oleic acid, one of the major components of palm oil, has attracted much interest in modern oleochemistry. The internal olefin group in oleic acid is a useful functional group in the transformation of a fatty acid to other functional chemicals and materials. In this paper, we discuss the application of the olefin metathesis reaction by preparing a long-chain dicarboxylic acid and alkene from the ester of oleic acid. The internal olefin metathesis reaction of methyl oleate produced dimethyl 9-oktadecendioate and 9-octadecene in the presence of a ruthenium Grubbs II (second generation) catalyst with a 51% yield. We also found that there was a higher amount of the E isomer products than the Z isomer products.
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spelling doaj.art-34528a64fc6a4087bae93249147d5f052023-01-03T06:05:04ZengUniversitas IndonesiaInternational Journal of Technology2086-96142087-21002017-12-01881422142810.14716/ijtech.v8i8.772772Dimethyl 9-Octadecenedioate and 9-Oktadecene from Methyl Oleate Via a Ruthenium-Catalyzed Homo Olefin Metathesis ReactionRobby Roswanda0Ilham Putra1Didin Mujahidin2Institut Teknologi Bandung- Chemistry, ITB, Bandung and Indonesia<br/>-Inttitut Teknologi BandungOleic acid, one of the major components of palm oil, has attracted much interest in modern oleochemistry. The internal olefin group in oleic acid is a useful functional group in the transformation of a fatty acid to other functional chemicals and materials. In this paper, we discuss the application of the olefin metathesis reaction by preparing a long-chain dicarboxylic acid and alkene from the ester of oleic acid. The internal olefin metathesis reaction of methyl oleate produced dimethyl 9-oktadecendioate and 9-octadecene in the presence of a ruthenium Grubbs II (second generation) catalyst with a 51% yield. We also found that there was a higher amount of the E isomer products than the Z isomer products.http://ijtech.eng.ui.ac.id/article/view/772Dimethyl 9-oktadecenedioateMethyl oleateOlefin metathesis9-oktadecene
spellingShingle Robby Roswanda
Ilham Putra
Didin Mujahidin
Dimethyl 9-Octadecenedioate and 9-Oktadecene from Methyl Oleate Via a Ruthenium-Catalyzed Homo Olefin Metathesis Reaction
International Journal of Technology
Dimethyl 9-oktadecenedioate
Methyl oleate
Olefin metathesis
9-oktadecene
title Dimethyl 9-Octadecenedioate and 9-Oktadecene from Methyl Oleate Via a Ruthenium-Catalyzed Homo Olefin Metathesis Reaction
title_full Dimethyl 9-Octadecenedioate and 9-Oktadecene from Methyl Oleate Via a Ruthenium-Catalyzed Homo Olefin Metathesis Reaction
title_fullStr Dimethyl 9-Octadecenedioate and 9-Oktadecene from Methyl Oleate Via a Ruthenium-Catalyzed Homo Olefin Metathesis Reaction
title_full_unstemmed Dimethyl 9-Octadecenedioate and 9-Oktadecene from Methyl Oleate Via a Ruthenium-Catalyzed Homo Olefin Metathesis Reaction
title_short Dimethyl 9-Octadecenedioate and 9-Oktadecene from Methyl Oleate Via a Ruthenium-Catalyzed Homo Olefin Metathesis Reaction
title_sort dimethyl 9 octadecenedioate and 9 oktadecene from methyl oleate via a ruthenium catalyzed homo olefin metathesis reaction
topic Dimethyl 9-oktadecenedioate
Methyl oleate
Olefin metathesis
9-oktadecene
url http://ijtech.eng.ui.ac.id/article/view/772
work_keys_str_mv AT robbyroswanda dimethyl9octadecenedioateand9oktadecenefrommethyloleateviaarutheniumcatalyzedhomoolefinmetathesisreaction
AT ilhamputra dimethyl9octadecenedioateand9oktadecenefrommethyloleateviaarutheniumcatalyzedhomoolefinmetathesisreaction
AT didinmujahidin dimethyl9octadecenedioateand9oktadecenefrommethyloleateviaarutheniumcatalyzedhomoolefinmetathesisreaction