1. Tardigrade
  2. Question
  3. Chemistry
  4. Which of the following compounds possesses C-H bond with the lowest bond dissociation energy ?

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Q. Which of the following compounds possesses C-H bond with the lowest bond dissociation energy ?

AIIMSAIIMS 2003Chemical Bonding and Molecular Structure

Solution:

The $C-H$ bond of the methyl group in toluene has lowest bond dissociation energy (both for homolytic and heterolytic cleavage) as benzyl carbocation as well as benzyl free radical are highly stable due to resonance or hyperconjugation.