Question

When nitrobenzene is treated with $Br _2$ in the presence of $FeBr _3$, the major product formed is $m$ bromonitro-benzene. Statements which are related to obtaining the $m$-isomer are:

• A. The electron density on meta-carbon is more than that on ortho-and para-positions
• B. The intermediate carbonium ion formed after initial attack of $Br ^{\oplus}$ at the meta-position is least destabilised
• C. Loss of aromaticity when $Br ^{\oplus}$ attacks at the ortho-and para-positions and not at meta-positions
• D. Easier loss of $H ^{\oplus}$ to regain aromaticity from the meta-position than from the ortho-and para-positions

Answer 1

Answer: (A), (D)

Correct answer is (a) The electron density on meta-carbon is more than that on ortho-and para-positionsCorrect answer is (d) Easier loss of $H ^{\oplus}$ to regain aromaticity from the meta-position than from the ortho-and para-positions