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What is the order of carbocation stabillity. three degree is more stable or benzylic/allylic?

What is the order of carbocation stabillity.
three degree is more stable or benzylic/allylic?

Grade:12

1 Answers

Ashwin Sinha
520 Points
10 years ago

Dear Amit,

 

Stability of the carbocation increases with the number of alkyl groups bonded to the charge-bearing carbon. Tertiary carbocations are more stable (and form more readily) than secondary carbocations; primary carbocations are highly unstable because, while ionized higher-order carbons are stabilized by hyperconjugation, unsubstituted (primary) carbons are not. Therefore, reactions such as the SN1 rexn and the E1 elimination rexn normally do not occur if a primary carbocation would be formed. An exception to this occurs when there is a carbon-carbon double bond next to the ionized carbon. Such cations as allylcation CH2=CH–CH2+ and benzyl cation C6H5–CH2+ are more stable than most other carbocations. Molecules which can form allyl or benzyl carbocations are especially reactive.

 

 

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