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Question

N, N-Dimethylaniline is treated with aqueous NaNO2/HCl, the product formed is:

A
p-(N, N-dimethylamino) benzenediazonium chloride
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B
p-(N, N-dimethylamino) phenol
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C
p-nitroso - N, N-dimethylaniline
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D
p-nitro- N, N-dimethylaniline
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Solution

The correct option is C p-nitroso - N, N-dimethylaniline
In tertiary aromatic amines, there is no NH bond. Therefore, nitrosoation on Nitrogen atom and salt formation is not possible, instead the aromatic ring is nitrosoated at the para position forming a p-nitroso derivative.
This derivative on reaction with alkali gives parrot green colouration.

945149_938357_ans_cc82f8aa04b641169bd1147a77dc7213.png

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