JEE Main 2026 · 4 April · evening · Single correct · +4 / −1

Consider the following molecules/species:
The correct order of carbon-oxygen double bond length is:

JEE Main PYQ figure
  1. (a) x>y>z
  2. (b) y>z>x
  3. (c) z>x>y
  4. (d) x>z>y
Answer and solution

Answer (d) x>z>y

Solution

Chemistry ma’am · 4 steps

Ask how much single-bond character resonance gives each C=O. More of it means a longer bond.

  1. The rule. A C=O bond gets longer when resonance shifts electrons onto oxygen and gives the bond partial single-bond character. So rank the three species by how much single-bond character their C=O has.
    SpeciesKey resonance formC–O characterBond length
    x (tropone)C⁺-O⁻, and the ring becomes an aromatic tropylium ring (6π electrons)most single-bond characterlongest
    z (acetate)negative charge shared equally by the two oxygenspartial double bondintermediate
    y (acetone)no strong resonance partneralmost a pure double bondshortest
  2. Why tropone wins. In tropone, the charge-separated form turns the seven-membered ring into an aromatic tropylium cation. Aromaticity makes this form the major contributor, so the C–O bond in x has the most single-bond character.
  3. Acetate versus acetone. In acetate, the two C–O bonds share one double bond, so each one is part double and part single. Acetone has no such delocalisation, so its C=O keeps full double-bond character and stays shortest.
  4. So. The C–O bond length order is x > z > y, which is option (d).

The idea to keep. A C=O bond lengthens when its charge-separated form is stabilised. If that form is aromatic, as in tropone, it dominates the resonance and the C–O bond gets the most single-bond character.

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 2026.