MCQEasyJEE 2024Electronic Effects (Inductive, Resonance, Hyperconjugation)

JEE Chemistry 2024 Question with Solution

The order of relative stability of the contributing structures is:

  • A

    I>II>IIII > II > III

  • B

    II>I>IIIII > I > III

  • C

    I=II=IIII = II = III

  • D

    III>II>IIII > II > I

Answer

Correct answer:A

Step-by-step solution

Standard Method

Given: Three contributing structures II, IIII and IIIIII are to be compared for relative stability.

Find: The correct order of relative stability.

The stability of resonance structures mainly depends on these factors:

  1. Octet Rule: Structures in which all atoms, especially second-period elements like C, N and O, have a complete octet are generally more stable.
  2. Charge Separation: Structures with minimal charge separation are more stable. A neutral structure is more stable than a charged one.
  3. Negative Charge on Electronegative Atoms: Structures that place negative charge on more electronegative atoms like O are more stable.
  4. Positive Charge on Electropositive Atoms: Structures with positive charge on less electronegative atoms are more stable.

Analyzing the given resonance structures:

  1. Structure I: All atoms have complete octet shells and there is no charge separation, so it is the most stable.
  2. Structure II: There is a positive charge on carbon and a negative charge on oxygen. Because charge separation is present, it is less stable than II, but the charges are on comparatively appropriate atoms.
  3. Structure III: Carbon has a negative charge and oxygen has a positive charge. This is the least favorable charge distribution, so it is the least stable.

Therefore, the order of relative stability is I>II>IIII > II > III. Hence, the correct option is A.

Quick Stability Comparison

Given: Compare the stability of contributing structures II, IIII and IIIIII.

Find: The most stable to least stable order.

Use the quick resonance check:

  • Neutral structure is preferred over charge-separated structures.
  • If charges are present, negative charge on oxygen is better than negative charge on carbon.

So, Structure I is most stable because it is neutral. Between the charged structures, Structure II is more stable than Structure III because the negative charge is on oxygen in IIII, whereas in IIIIII it is on carbon.

Thus, the correct order is I>II>IIII > II > III and the correct option is A.

Common mistakes

  • Assuming all resonance structures are equally stable. This is wrong because octet completion, charge separation and charge placement affect stability. Compare these factors before deciding the order.

  • Giving higher stability to a structure with charge separation over a neutral structure. This is incorrect because neutral structures are generally more stable. Prefer the neutral contributing structure when octets are satisfied.

  • Placing greater stability on a structure with negative charge on carbon instead of oxygen. This is wrong because oxygen is more electronegative and stabilizes negative charge better. Negative charge is favored on the more electronegative atom.

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