Write the main products of the following reactions : (i) C6H5N+2Cl−H3PO2+H2O−−−−−−−−→?
(iii) CH3−C||O−NH⋅2Br2+NaOH−−−−−−−→?
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Solution
(i) C6H5N+2Cl−H3PO2+H2O−−−−−−−−→C6H6 This is an example of substitution in diazonium salts. Since N+2 is a very good leaving group, diazonium salts are unstable and usually decompose to give favourable products.
−NH2 is an ortho, para directing group. So when we use Bromine water, we get a tribromo substituent of aniline. (iii) CH3−O||C−NH2Br2+KOH−−−−−−−→CH3NH2 This reaction is called Hoffman's Bromamide Degradation. It is used to create nC to (n-1)C molecules.