JEE Main Chemistry question

Which of the following will have the largest dipole moment? **[UP SEE 2009]**

(A)-nitroaniline (−NH₂ and −NO₂ adjacent on the ring)
(B)Nitrobenzene (−NO₂ only, no −NH₂)
(C)-nitroaniline (−NH₂ and −NO₂ para to each other)
(D)-nitroaniline (−NH₂ and −NO₂ meta to each other)Correct

Answer: (D)

Solution

In -nitroaniline, the electron-donating and electron-withdrawing group dipoles lie along the same ring axis and their resultant is reduced by partial cancellation of the perpendicular ring-dipole components, while in -nitroaniline intramolecular hydrogen bonding/steric effects between the

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Question ID VK-155915