MCQMediumJEE 2025Amines (Classification & Properties)

JEE Chemistry 2025 Question with Solution

The correct order of basicity for the following molecules is:

Three cyclic nitrogen-containing molecules labeled P, Q, and R, each with a carbonyl group at the top; P and Q are N-methyl lactams, while R is a bridged bicyclic lactam.
  • A

    P>Q>RP > Q > R

  • B

    R>P>QR > P > Q

  • C

    Q>P>RQ > P > R

  • D

    R>Q>PR > Q > P

Answer

Correct answer:D

Step-by-step solution

Standard Method

Given: Three molecules P, Q, and R are to be arranged in decreasing order of basicity.

Find: The correct order of basicity.

Basicity depends on the availability of the nitrogen lone pair for donation. More available lone pair means stronger basicity.

In P, the nitrogen is adjacent to a carbonyl group, so its lone pair is delocalized by resonance with the carbonyl group. This reduces its availability and hence decreases basicity.

In Q, the nitrogen is also associated with a carbonyl-containing conjugated system. Although the structure differs from P, the lone pair is still less available than in R because of conjugative effects.

In R, the nitrogen lone pair is most available for protonation because it is least involved in resonance or conjugation compared with P and Q.

Therefore, the decreasing order of basicity is R>Q>PR > Q > P.

The correct option is D.

Common mistakes

  • Assuming basicity depends only on the presence of nitrogen is incorrect, because lone-pair availability matters more. Always check whether the lone pair is delocalized by resonance.

  • Treating P and R as equally basic is wrong. In P, the adjacent carbonyl reduces basicity by resonance, while in R the lone pair is more localized.

  • Ignoring conjugation in Q leads to a wrong order. The structural unsaturation changes lone-pair availability, so compare resonance effects carefully before ranking.

Practice more Amines (Classification & Properties) questions

Get unlimited AI-adaptive practice, mastery tracking, and an AI tutor that explains every step — free to start.

Related questions