(a) State the relative acidities of bromoethanoic acid, BrCH2COOH, chloroethanoic acid, CICH2COOH, ethanoic acid, CH3COOH and ethanol, CH3CH2OH. Explain your answer. most acidic least acidic [4] (b) Fig. 7.1 shows the reaction of methylbenzene and ethanedioic acid with KMnO4. Predict the major carbon-containing product for each of these reactions. [Figure 7.1] [2] (c) Polyamide X can be synthesised from ethanedioic acid and benzene-1,4-diamine. [Figure showing structure of benzene-1,4-diamine] (i) Draw the repeat unit of polyamide X in the box. The new functional group formed should be shown displayed. [drawing box] [2] (ii) Benzene-1,4-diamine can be formed by reduction of 1,4-dinitrobenzene. Complete the equation for this reduction. [H] represents one atom of hydrogen from a reducing agent. + [H] H2N NH2 + [1] (d) Fig. 7.2 shows the two-step synthesis of the azo compound W. [Figure 7.2] (i) Suggest structures for compounds V and W and draw them in the boxes in Fig. 7.2. [2] (ii) Give the reagents and conditions for step 1. [1]
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