A student tried to synthesis 4-nitro-N, N-dimethylaniline from N, N-dimethylaniline via electrophilic aromati substitution using nitric acid `(HNO_3)` and sulphuric acid `(H_2SO_4)`. To his surprice, the major product he obtained was 3-nitro-N, N-dimethylaniline. Why the disigned reaction failed to provide the desired product, 4-nitro-N, N-dimethylaniline?A. The amine group is meta directing.B. Protonation at amine group makes it meta directing.C. The amine group is strong electron withdrawing group by -I effect.D. Steric inhibition to resonance is responsible for the above result.

A student tried to synthesis 4-nitro-N, N-dimethylaniline from N, N-d

1.	A student tried to synthesis 4-nitro-N, N-dimethylaniline from N, N-dimethylaniline via electrophilic aromati substitution using nitric acid `(HNO_3)` and sulphuric acid `(H_2SO_4)`. To his surprice, the major product he obtained was 3-nitro-N, N-dimethylaniline. Why the disigned reaction failed to provide the desired product, 4-nitro-N, N-dimethylaniline?A. The amine group is meta directing.B. Protonation at amine group makes it meta directing.C. The amine group is strong electron withdrawing group by -I effect.D. Steric inhibition to resonance is responsible for the above result.
Answer» Correct Answer - B This is because of the protonation of amine group which makes it meta directing.

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