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Chapter 11 : Arenes and Aromaticity |
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Reactions of the Benzylic position
Functional groups in a benzylic position are
generally more reactive than the related isolated functional group.
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Benzylic C-H can easily be radically halogenated
since the benzylic radical is resonance stabilized.
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Benzylic C-H bonds of alkyl benzenes can be oxidised
to give benzoic acids
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Benzylic halides readily undergo nucleophilic substitution
reactions even with weak nucleophiles.
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Benzylic halides or alcohols readily eliminate
to give conjugated alkenes.
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Alkenylbenznes undergo addition reactions to
give typical addition products.
These reactions are summarised in the following table: