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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 (CC BY 3.0).

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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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