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Chapter 15: Q32. (page 570)

Questions: Why is a benzylic C-H bond unusually weak?

Short Answer

Expert verified

Answer

Benzylic C-H bond is unusually weak because the cleavage of the C-H bond gives a 1o radical, which is stabilized by resonance.

Step by step solution

01

Stability

The presence of an unpaired electron forms a radical. It is represented by a dot.It is unstable and highly reactive. Its stability is governed by the degree of radical formed.

02

Explanation by resonance

Representation of resonance structures

Due to the resonance stabilization of benzylic radical, the C-H bond cleavage is easy.

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