The allyl cation (drawn below) generally only reacts with nucleophiles at the outer carbons, not at the inner carbon. This is easy enough to rationalize based on a resonance argument, as the positive charge never shows up on the middle carbon. However, you should now be able to make a more sophisticated argument to rationalize this observation using molecular orbital theory. Give it a try! Include drawings Nu Nu Nu. Nu

The allyl cation (drawn below) generally only reacts with nucleophiles at the outer carbons, not at the inner carbon. This is easy enough to rationalize based on a resonance argument, as the positive charge never shows up on the middle carbon. However, you should now be able to make a more sophisticated argument to rationalize this observation using molecular orbital theory. Give it a try! Include drawings Nu Nu Nu. Nu

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter19: Eas: Electrophilic Aromatic Substitution

Section: Chapter Questions

Problem 10E

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