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JEE Main 20264 AprilEvening Shift
Exam
JEE Main
Year
2026
Date
4 April
Shift
Evening Shift
Subject
Chemistry
Chapter
General Organic Chemistry

JEE Main 2026 · 4 April · Evening Shift · Chemistry · General Organic Chemistry

Consider the following molecules/species: (x) tropone, (y) acetone,...

Consider the following molecules/species:
Consider the following molecules/species: (x) tropone, (y) acetone, (z) acetate ion The correct order of carbon –
(x)(x) tropone, (y)(y) acetone, (z)(z) acetate ion
The correct order of carbon – oxygen double bond length is:

Options

  1. Ax>y>zx>y>z
  2. By>z>xy>z>x
  3. Cz>x>yz>x>y
  4. Dx>z>yx>z>y

Correct answer

C. z>x>yz>x>y

Step-by-step solution

In acetone (y)(y), the carbon-oxygen bond is a localized double bond with a bond order of approximately 22.

In the acetate ion (z)(z), there are two equivalent resonance structures that delocalize the negative charge equally over both oxygen atoms. This results in a carbon-oxygen bond order of exactly 1.51.5.

In tropone (x)(x), the carbon-oxygen double bond is conjugated with the π\pi system of the seven-membered ring. Polarization of the C=OC=O bond leads to a resonance structure with a single C−O−C-O^{-} bond and a positive charge on the ring, forming an aromatic tropylium cation. This aromatic stabilization gives the C=OC=O bond significant single-bond character. However, because this resonance structure involves charge separation, its contribution is less than that of the neutral structure. Thus, the bond order in tropone is between 1.51.5 and 22.

Since bond length is inversely proportional to bond order, the carbon-oxygen bond length is longest for the acetate ion (bond order 1.51.5), followed by tropone (bond order between 1.51.5 and 22), and shortest for acetone (bond order 22).

Therefore, the correct order of carbon-oxygen bond length is z>x>yz > x > y.

Answer: z>x>yz>x>y
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