PENGARUH GUGUS p-METOKSI PADA REAKSI KONDENSASI CLAYSEN-SCHMIDT MENGGUNAKAN METODA GRINDING

Karim Theresih, Pendidikan Kimia FMIPA UNY, Indonesia
Cornelia Budimarwanti, Pendidikan Kimia FMIPA UNY, Indonesia

Abstract


Penelitian ini bertujuan untuk mensintesis senyawa dibenzalaseton, 4-metoksikalkon dan dianizalaseton melalui reaksi kondensasi Claysen Schmidt menggunakan metode grinding dan mengetahui pengaruh gugus p-metoksi pada reaksi tersebut. Sintesis dibenzalaseton menggunakan benzaldehida, aseton, dan NaOH. Senyawa 4-metoksikhalkon disintesis dari campuran 4-metoksibenzaldehida, asetofenon, dan NaOH. Sedangkan sintesis senyawa dianisalseton melalui reaksi Claysen-schmidt antara aseton, anisaldehid, dan katalis basa NaOH dengan perbandingan mol yang digunakan secara berturut-turut 2:1:2. Sintesis dilakukan dengan metode grinding bebas pelarut. Bahan dasar dan katalis digerus secara bersamaan dalam mortir selama 15 menit hingga membentuk pasta yang dikeringkan dan direkristalisasi. Ketiga senyawa hasil yang diperoleh dikarakterisasi menggunakan KLT, FTIR, dan GC-MS. Berdasarkan  hasil analisis FTIR dan GC-MS menunjukkan bahwa dibenzalaseton, 4-metoksikhalkon dan dianizalaseton dapat disintesis dan memiliki rendemen berturut-turut 59,93 %, 86,21 % dan 70,39 %.  Ada  pengaruh gugus p-metoksi pada reaksi kondensasi Claysen-Schmidt pada sintesis senyawa dibenzalaseton, 4-metoksikalkon dan dianizalaseton menggunakan metoda Grinding.

Kata kunci : dibenzalaseton, 4-metoksikhalkon , dianizalaseton , metode grinding

 

Abstract

 

This research aims to synthesize the compound dibenzalaceton, 4-methoksikalkon and dianisalaceton through Claysen Schmidt condensation reaction with grinding method and to determine the effect of p-methoxy groups on the reaction. Dibenzalaceton compound was synthesized from benzaldehyde, acetone, and NaOH. Synthesis of compound 4-metoksikhalkon was done using 4-methoxybenzaldehyde, acetophenone, and NaOH. Dianisalceton compound was synthesized through Claysen-schmidt reaction between acetone, anisaldehide, and the catalysts NaOH. This synthesis were performed through solvent-free grinding method. Catalyst base material and simultaneously crushed in mortar for 15 minutes to form a paste. The pasta is dried and recrystallized. The resulted compounds were characterized by TLC, FTIR and GC-MS. Based on the results of the analysis of FTIR and GC-MS showed that dibenzalaceton, 4-methoksikhalkon and dianisalaceton can be synthesized and have succession yield 59.93%, 86.21% and 70.39% . There is the influence of p-methoxy groups in a condensation reaction Claysen-Schmidt on the synthesis of compounds dibenzalaceton, 4-methoksikhalkon and dianizalaceton use grinding method.

 

Keywords: dibenzalaceton, 4-methoksikhalkon, dianizalaceton, grinding method


Keywords


dibenzalaseton, 4-metoksikhalkon , dianizalaseton , metode grinding

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References


Jack Hine, 1972, The Search for Organic Reaction Pathways, London : Laongman Ltd.

Michael P Doyle, 1980, Experimental Organic Chemistry, New York : John and Willey and Sons.

Sandip S Shinde, Byoung See Lee and Dae Yoon Chi, 2008, Synergistic Effect Two Solvent tert- Alcohol and Ionic Liquid in One Molecule in Uncleophilic Flourination, Journal of Organic Chemistry, 10(5), 733- 735

Edwin S Could, 1964, Mechanism and Structure im Organic Chemistry, New York : Reinhart and Winston Inc.

Allinger, 1980, Organic Chemistry, New York: Worth Publisher Inc.

Jakhar, K., Makrandi, J.K., 2012, Ecofriendly Bromination of Chalcones and Synthesis if Flavones Using Grinding Technique. Indian Journal of Chemistry.Vol 2013-52B

Peter Sykes, 1977, A Guide Book to Mechanism in Organic Chemistry, London : Longman Group Ltd

David M Hogdson and Chrisstper D Bray, 2009, Synthetic and Alyilations of Hyndered Aldehyd Enamines, Journal Organic Chemistry, 74 (3), 1019- 1028.

Juni Ekowati, 2005, Pengaruh posisi gugus metoksi para dan meta terhadap hasil sintesis asam para metoksisinamat dan asam meta metoksisinamat, Majalah Farmasi Airlangga, 5(3).

Futwebun A., Matsjeh S., Jumina. 2001. Sintesis 2’metoksi flavon o-hidroksi Asetofenon dengan Metil Salisilat, Teknosains, 1(14), 92

William H Brown, 1992, Introductions in Organic Chemistry, Boston : Willard Grant Press

Francois A Carey, 2000, Organic Chemistry, New York: Mc Graw Hill Inc

Jerry March, 1977, Advanced Organic Chemistry, Reactions, Mechanism and Structure, Tokyo: Mc Graw-Hill Kogakusha Ltd




DOI: https://doi.org/10.21831/jsd.v5i2.13719

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Copyright (c) 2016 Karim Theresih


Printed ISSN (p-ISSN): 2085-9872
Online ISSN (e-ISSN): 2443-1273

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