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The structure of triphenylmethyl cation is given below. This is very stable and some of its salts can be stored for months. Explain the cause of high stability of this cation. - Chemistry

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Question

The structure of triphenylmethyl cation is given below. This is very stable and some of its salts can be stored for months. Explain the cause of high stability of this cation.

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Solution

Triphenylmethyl cation is found to be very much stable as this positive charge on methyl carbon is delocalized in three phenyl rings. In each phenyl ring, positive charge is developed on 2 ortho position and para position, i.e., three resonating structures. Total resonating structures given by triphenylmethyl cation are nine. Hence, it is very stable. These structures can be shown as.

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Fundamental Concepts in Organic Reaction Mechanism - Resonance Structure
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Chapter 12: Organic Chemistry Some Basic Principles and Techniques - Multiple Choice Questions (Type - I) [Page 151]

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NCERT Exemplar Chemistry [English] Class 11
Chapter 12 Organic Chemistry Some Basic Principles and Techniques
Multiple Choice Questions (Type - I) | Q 37 | Page 151
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