JEE Main Chemistry question

C–H bond energy is about 101 kcal/mol for methane, ethane and other alkanes, but only 77 kcal/mol for the C–H bond of the CH₃ group in toluene. This is because

(A)Of the inductive effect due to –CH₃ in toluene
(B)Of the presence of the benzene ring in toluene
(C)Of resonance among the structures of the benzyl radical formed from tolueneCorrect
(D)Of the aromaticity of toluene

Answer: (C)

Solution

Homolysis of the benzylic C–H bond generates a benzyl radical whose unpaired electron is delocalized into the aromatic

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Question ID VK-139041