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Molecules 2014, 19(3), 3436-3449; doi:10.3390/molecules19033436
Article

Synthesis of New 2,5-Di-substituted 1,3,4-Oxadiazoles Bearing 2,6-Di-tert-butylphenol Moieties and Evaluation of Their Antioxidant Activity

1,2
, 1,*  and 3
1 Department of Chemistry, Faculty of Science, University of Malaya, Kuala Lumpur 50603, Malaysia 2 Department of Chemistry, Ibn Al-haitham, University of Baghdad, Baghdad 61023, Iraq 3 Department of Molecular Medicine, Faculty of Medicine, University of Malaya, Kuala Lumpur 50603, Malaysia
* Author to whom correspondence should be addressed.
Received: 7 February 2014 / Revised: 11 March 2014 / Accepted: 12 March 2014 / Published: 20 March 2014
(This article belongs to the Section Organic Synthesis)
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Abstract

Eleven new 2,6-di-tert-butyl-4-(5-aryl-1,3,4-oxadiazol-2-yl)phenols 5ak were synthesized by reacting aryl hydrazides with 3,5-di-tert butyl 4-hydroxybenzoic acid in the presence of phosphorus oxychloride. The resulting compounds were characterized based on their IR, 1H-NMR, 13C-NMR, and HRMS data. 2,2-Diphenyl-1-picrylhydrazide (DPPH) and ferric reducing antioxidant power (FRAP) assays were used to test the antioxidant properties of the compounds. Compounds 5f and 5j exhibited significant free-radical scavenging ability in both assays.
Keywords: 2,6-di-tert-butylphenol; hindered phenol; antioxidant; 1,3,4-oxadiazole; FRAP; DPPH 2,6-di-tert-butylphenol; hindered phenol; antioxidant; 1,3,4-oxadiazole; FRAP; DPPH
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Shakir, R.M.; Ariffin, A.; Abdulla, M.A. Synthesis of New 2,5-Di-substituted 1,3,4-Oxadiazoles Bearing 2,6-Di-tert-butylphenol Moieties and Evaluation of Their Antioxidant Activity. Molecules 2014, 19, 3436-3449.

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