Synthesis and characterization of fatty hydroxamic acids from triacylglycerides

In this study, fatty haydroxamic acids (FHAs), which have biological activities as antibiotics and antifungal, have been synthesized via refluxing of triacylglycrides, palm olein, palm stearin or corn oil with hydroxylamine hydrochloride. The products were characterized using the complex formation t...

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Main Authors: Hoidy, Wisam H., Ahmad @ Ayob, Mansor, Al-Mulla, Emad A. Jaffar, Wan Yunus, Wan Md. Zin, Ibrahim, Nor Azowa
Format: Article
Language:English
Published: Japan Oil Chemists' Society 2010
Online Access:http://psasir.upm.edu.my/id/eprint/16927/1/Synthesis%20and%20characterization%20of%20Fatty%20Hydroxamic%20Acids%20from%20Triacylglycerides.pdf
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author Hoidy, Wisam H.
Ahmad @ Ayob, Mansor
Al-Mulla, Emad A. Jaffar
Wan Yunus, Wan Md. Zin
Ibrahim, Nor Azowa
author_facet Hoidy, Wisam H.
Ahmad @ Ayob, Mansor
Al-Mulla, Emad A. Jaffar
Wan Yunus, Wan Md. Zin
Ibrahim, Nor Azowa
author_sort Hoidy, Wisam H.
collection UPM
description In this study, fatty haydroxamic acids (FHAs), which have biological activities as antibiotics and antifungal, have been synthesized via refluxing of triacylglycrides, palm olein, palm stearin or corn oil with hydroxylamine hydrochloride. The products were characterized using the complex formation test of hydroxamic acid group with zinc(I), copper(II) and iron(III), various technique methods including nuclear magnetic resonance ((1)H NMR) spectroscopy, Fourier transform infrared (FTIR) spectroscopy and elemental analysis. Parameters that may affect the conversion of oils to FHAs including the effect of reaction time, effect of organic solvent and effect of hydro/oil molar issue were also investigated in this study. Results of characterization indicate that FHAs were successfully produced from triacylglycrides. The conversion percentages of palm stearin, palm olein and corn oil into their fatty hydroxamic acids are 82, 81 and 78, respectively. Results also showed that hexane is the best organic solvent to produce the FHAs from the three oils used in this study. The optimum reaction time to achieve the maximum conversion percentage of the oils to FHAs was found to be 10 hours for all the three oils, while the optimum molar ration of hydro/to oil was found to be 7:1 for all the different three oils.
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spelling upm.eprints-169272015-10-20T01:18:11Z http://psasir.upm.edu.my/id/eprint/16927/ Synthesis and characterization of fatty hydroxamic acids from triacylglycerides Hoidy, Wisam H. Ahmad @ Ayob, Mansor Al-Mulla, Emad A. Jaffar Wan Yunus, Wan Md. Zin Ibrahim, Nor Azowa In this study, fatty haydroxamic acids (FHAs), which have biological activities as antibiotics and antifungal, have been synthesized via refluxing of triacylglycrides, palm olein, palm stearin or corn oil with hydroxylamine hydrochloride. The products were characterized using the complex formation test of hydroxamic acid group with zinc(I), copper(II) and iron(III), various technique methods including nuclear magnetic resonance ((1)H NMR) spectroscopy, Fourier transform infrared (FTIR) spectroscopy and elemental analysis. Parameters that may affect the conversion of oils to FHAs including the effect of reaction time, effect of organic solvent and effect of hydro/oil molar issue were also investigated in this study. Results of characterization indicate that FHAs were successfully produced from triacylglycrides. The conversion percentages of palm stearin, palm olein and corn oil into their fatty hydroxamic acids are 82, 81 and 78, respectively. Results also showed that hexane is the best organic solvent to produce the FHAs from the three oils used in this study. The optimum reaction time to achieve the maximum conversion percentage of the oils to FHAs was found to be 10 hours for all the three oils, while the optimum molar ration of hydro/to oil was found to be 7:1 for all the different three oils. Japan Oil Chemists' Society 2010 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/16927/1/Synthesis%20and%20characterization%20of%20Fatty%20Hydroxamic%20Acids%20from%20Triacylglycerides.pdf Hoidy, Wisam H. and Ahmad @ Ayob, Mansor and Al-Mulla, Emad A. Jaffar and Wan Yunus, Wan Md. Zin and Ibrahim, Nor Azowa (2010) Synthesis and characterization of fatty hydroxamic acids from triacylglycerides. Journal of Oleo Science, 59 (1). pp. 15-19. ISSN 1345-8957; ESSN: 1347-3352 https://www.jstage.jst.go.jp/article/jos/59/1/59_1_15/_article 10.5650/jos.59.15
spellingShingle Hoidy, Wisam H.
Ahmad @ Ayob, Mansor
Al-Mulla, Emad A. Jaffar
Wan Yunus, Wan Md. Zin
Ibrahim, Nor Azowa
Synthesis and characterization of fatty hydroxamic acids from triacylglycerides
title Synthesis and characterization of fatty hydroxamic acids from triacylglycerides
title_full Synthesis and characterization of fatty hydroxamic acids from triacylglycerides
title_fullStr Synthesis and characterization of fatty hydroxamic acids from triacylglycerides
title_full_unstemmed Synthesis and characterization of fatty hydroxamic acids from triacylglycerides
title_short Synthesis and characterization of fatty hydroxamic acids from triacylglycerides
title_sort synthesis and characterization of fatty hydroxamic acids from triacylglycerides
url http://psasir.upm.edu.my/id/eprint/16927/1/Synthesis%20and%20characterization%20of%20Fatty%20Hydroxamic%20Acids%20from%20Triacylglycerides.pdf
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