Fitrian putra Kurniawan, 050513196 (2009) Pengaruh penambahan gugus p-hidroksi pada sintesis N-4-hidroksibenziliden-2-hidroksibenzohidrazida. Skripsi thesis, UNIVERSITAS AIRLANGGA.

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Abstract

N’-benzilidene-2-hydroxybenzohydrazide and N’-4-hydroxybenzilidene-2-hydroxybenzohydrazide are hydrazide derivates which are could be made from methyl Salicylate. The aim of this research is to determine the influence of p-hydroxyl group addition on synthesis of N’-4-hydroxybenzilidene-2-hydroxybenzohydrazide through 2 phases of reaction mechanism. There are nucleophilic acyl substitution to produce amide and addition reaction continued with elimination to produce an imine double bound. The influence of p-hydroxyl group addition can be known by comparing the yield of synthesis products between N’-benzilidene-2-hydroxybenzohydrazide and N’-4-hydroxybenzilidene-2-hydroxybenzohydrazide. Hydroxyl group influences on C=O reactivity through resonance-effect. N’-benzilidene-2-hydroxybenzohydrazide is pale yellow crystal (55,5%) and N’-4-hydroxybenzilidene-2-hydroxybenzohydrazide is yellow crystal (96,7%). It can be concluded that hydroxyl group in para position of p-hydroxybenzaldehide increase the reactivity of C=O aldehyde derivate in synthesis of N’-4-hydroxybenzilidene-2-hydroxybenzohydrazide with addition reaction.

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