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Organic Chemistry
Found in: Page 60

Short Answer

Question: Use the principles of resonance theory to explain why carbocation A is more stable than carbocation B.


Carbocation A is more stable than carbocation B as the positive charge is distributed over the two carbons because of resonance.

See the step by step solution

Step by Step Solution

Step-by-Step SolutionStep 1: Resonance theory

Resonance theory is a theory in which a molecule is shown by several structures instead of a single valence-bond structure.

A resonance hybrid is also acquired while illustrating various resonance structures.

 Step 2: Comparison of carbocations A and B

Structure A comprises one double bond in conjugation with the positive charge. The carbocation B does not possess a double bond. The concept of resonance stabilization can be applied only to structure A.

The electron density in structure A can be shifted as follows:

Resonance stabilization in carbocation A

In structure B, the double bond is absent, and the resonance phenomenon does not occur. Hence, carbocation A will be more stable than carbocation B.

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