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Sunday, May 31, 2020

Which is more stable? CH3-CH2+ (Ethyl carbocation) or CH2=CH+ (Vinyl carbocation)? And why?

No Doubt, Ethyl carbocation (CH3-CH2+) is more stable than vinyl carbocation (CH2=CH+). The greater stability of CH3-CH2+ carbocation over vinyl carbocation because the positive charge on the CH2 is stabilised by the inductive effect as well as hyperconjugation  from the neighbouring carbon atom.
But in case of CH2=CH+. The two carbon atoms involved are sp2 hybridised. An sp2 hybridised carbon atom is more electronegative which increases positive charge and increases as the s-character of a hybridised carbon atom increases. As the the result inductive effect decreases by the neighbouring carbon atom. 

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