JEE Main 2023 · 24 January · morning · Single correct · +4 / −1

Increasing order of stability of the resonance structures is :
Choose the correct answer from the options given below :

JEE Main PYQ figure
  1. (a) D, C, B, A
  2. (b) C, D, B, A
  3. (c) C, A, B, D
  4. (d) D, C, A, B
Answer and solution

Answer (c) C, A, B, D

Solution

Chemistry ma’am · 3 steps

Judge each structure by octets first, then by whether each charge sits next to a group that helps it.

  1. Rule one. A resonance structure in which every atom has a complete octet is the most stable. An incomplete octet on oxygen, the most electronegative atom here, is the worst case.
  2. Rule two. When octets cannot decide, look at where the charges sit. The -NH₂ lone pair stabilises a positive charge next to it. The -CHO group pulls electrons, so it stabilises a negative charge next to it and destabilises a positive one.
    StructureOctetsCharge placementStability
    CO⁺ has only 6 electronspositive charge on the most electronegative atomleast stable
    Aone carbon has only 6 electronsC⁺ next to -CHO, C⁻ next to -NH₂: both wrong way roundlow
    Bone carbon has only 6 electronsC⁻ next to -CHO, C⁺ next to -NH₂: both helpedhigher
    Dall atoms completepositive charge on N as iminium, C⁻ next to -CHOmost stable
  3. So. The increasing order of stability is C < A < B < D, which is option (c).

The idea to keep. To rank resonance structures, check complete octets first. Then prefer negative charge on or near electron-withdrawing groups and positive charge on or near lone-pair donors.

Answer from the NTA final answer key. Solution by PrepWiser.

Study General Organic Chemistry (GOC)

Asked about 180 times in JEE Main since 2020. This question is from 2023.