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Organic Chemistry: Some Basic Principles and Techniques — Chemistry STD 11 Science — Question

Gujarat BoardEnglish MediumSTD 11 ScienceChemistryOrganic Chemistry: Some Basic Principles and Techniques3 Marks
Question
“Stability of carbocations depends upon the electron releasing inductive effect of groups adjacent to positively charged carbon atom involvement of neighbouring groups in hyperconjugation and resonance.”
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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Answer

Triphenylmethyl cation is very stable because +ve charge of methyl carbon is delocalized in three phenyl rings. In each phenyl ring, +ve 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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