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Read the passage and answer. A carbocation has a positively charged, electron-deficient carbon with six valence electrons and a planar geometry; it forms by heterolytic bond cleavage. Its stability rises with +I (electron-releasing) groups and through hyperconjugation and resonance, while -I (electron-withdrawing) groups destabilize it. Among the following, which carbocation is the most stable?
- CH3+
- CH3-CH+-CH3
- CH3-CH2+
- (CH3)3C+
Correct answer: (CH3)3C+
Solution
Stability order is tertiary > secondary > primary > methyl. (CH3)3C+ is tertiary with three methyl groups giving maximum +I effect and nine alpha hydrogens for hyperconjugation, making it the most stable.
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