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Two series of 1,3,4-oxadiazole derivatives at the sixth position of the 2,4-di- tert -butylphenol group were synthesized. The antioxidant properties were evaluated by DPPH and FRAP assays. Compound 3 showed significant antioxidant activity, while its alkyl derivatives exhibited decreased antioxidant activity in both assays. The preferential antioxidant mechanism of the reactive antioxidant molecules prepared from the further reaction of compound 3 to produce compounds 4 and 6 was investigated using density functional theory. Calculating their comprehensive reactivity descriptors was used to assess their antioxidant reactivity. According to the calculated descriptors, compounds 4c and 6d are the most reactive antioxidants within their own group compared to the other derivative moieties. The results are identical to ascorbic acid's, indicating that they have similar activity. The experimental data and the calculated descriptors are in good agreement. The nature of the substituents and their positions have a significant impact on the derivatives' antioxidant capabilities.

Antioxidant properties of butylated phenol with oxadiazole and hydrazone moiety atorthoposition supported by DFT study