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Example · Example 5

Q.Arrange methyl, primary (1∘1^\circ), secondary (2∘2^\circ) and tertiary (3∘3^\circ) carbocations in order of increasing stability, and give the reason for the trend.

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A carbocation's empty pp orbital is stabilised by electron density donated from adjacent C–H\text{C--H} (and C–C\text{C--C}) sigma bonds via hyperconjugation, and by the mildly electron-donating inductive effect of alkyl groups relative to hydrogen. Both effects grow with the number of alkyl groups directly attached to the cationic carbon: a tertiary cation has three such alkyl groups feeding it stabilisation by both mechanisms, a secondary cation has two, a primary cation has one, and the methyl cation, with no adjacent carbon at all, …

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