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Question

Write the main products of the following reactions :
(i) C6H5N+2ClH3PO2+H2O−−−−−−−?

(iii) CH3C||ONH2Br2+NaOH−−−−−−?

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Solution

(i) C6H5N+2ClH3PO2+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) CH3O||CNH2Br2+KOH−−−−−−CH3NH2
This reaction is called Hoffman's Bromamide Degradation. It is used to create nC to (n-1)C molecules.

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