Which of the following carbocations is expected to be the most stable? (Each is a cyclohexadienyl-type cation bearing an -NO2 substituent on the ring, with the positive charge located at varying ring positions relative to the -NO2 group.)

NEET 2018 · ChemistryPrevious Year Question

Which of the following carbocations is expected to be the most stable? (Each is a cyclohexadienyl-type cation bearing an $- NO X_{2}$ substituent on the ring, with the positive charge located at varying ring positions relative to the $- NO X_{2}$ group.)

Answer: (A) (A). \textbf{Answer:} (a) \textbf{Solution:} $- NO X_{2}$ is a strong electron-withdrawing group exerting a $- I$ (inductive) effect that destabilises an adjacent positive charge.

NEET 2018 Chemistry question — Which of the following carbocations is expected to be the most stable? (Each is a…

A.(A)✓
B.(B)
C.(C)
D.(D)

Correct Answer

(A) (A)

Solution & Explanation

\textbf{Answer:} (a) \textbf{Solution:} $- NO X_{2}$ is a strong electron-withdrawing group exerting a $- I$ (inductive) effect that destabilises an adjacent positive charge. The $- I$ effect falls off rapidly with distance, so the cation in which the positive carbon is located farthest from $- NO X_{2}$ experiences the least destabilisation and is the most stable. Hence (a).

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Which of the following carbocations is expected to be the most stable? (Each is a cyclohexadienyl-type cation bearing an −NOX2​ substituent on the ring, with the positive charge located at varying ring positions relative to the −NOX2​ group.)

Solution & Explanation

More NEET PYQ solutions

Which of the following carbocations is expected to be the most stable? (Each is a cyclohexadienyl-type cation bearing an $- NO X_{2}$ substituent on the ring, with the positive charge located at varying ring positions relative to the $- NO X_{2}$ group.)