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Benzimidazoe Lab Report

1226 Words5 Pages

(vi). Initial addition of one of the products, viz. benzimidazole, to the reaction mixture does not affect the rate. (vii).The reaction rate is not altered significantly with the addition of nickel chloride, a typical chlorine scavenger. (viii). Polymerization is not observed when acrylonitrite is added to the reaction mixture. (ix). Oxidation of substituted benzyl alcohols by CBI has been investigated under comparable conditions. All the substrates follow the same kinetic behaviour as for the parent substrate. Electron donating groups increased the rate while electron withdrawing groups decreased the rate of oxidation (Table.2). The order of reactivity of substituted benzyl alcohols with CBI is p-OCH3 > p-CH3 > m-OCH3 > H > p-Br > p-Cl > m-CH3 > m-NO2 > m-Cl > m-Br > p-NO2 (x). Activation and thermodynamic parameters have been calculated for benzyl alcohol and substituted benzyl alcohols (Table. 3). The reaction rates are governed by the changes in both the enthalpy and entropy of activation. This is further supported by the lower values of Ea. The negative values of ∆S# imply the formation of an ionic …show more content…

The negligible electrolytic effect observed for the reaction substantiates the reaction between an ionic species and a neutral molecule in step 2. Further the participation of water molecule in the rate determining step is confirmed by Bunnet – Olsen plot giving a slope value ɸ= 1.30 which is in good agreement with the slope value ɸ = 1.40 for the oxidation of benzyl alcohols by CBT [33]. This clearly indicates that a proton transfer by water molecule occurs in the rate determining step leading to the formation of benzyl hypochlorite intermediate [49]. Hypohalites are known to decompose to carbonyl products [50&51]. Therefore the following scheme has been proposed for the oxidation of benzyl alcohol by

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