ORGANIC CHEMISTRY (LL)-W/WILEYPLUS
ORGANIC CHEMISTRY (LL)-W/WILEYPLUS
4th Edition
ISBN: 9781119659556
Author: Klein
Publisher: WILEY
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Chapter 16.4, Problem 7PTS
Interpretation Introduction

Interpretation:

The diene which yields different products (four and two) on treating with HBr should be explained.

Concept introduction:

Conjugated Dienes undergoes addition reactions with HBr as similar to simple alkenes addition with HBr .

  • The allylic carbocation is formed as an intermediate by the addition of proton in the HBr .
  • The Br (nucleophilic) can attacks in either of the two resonance stabilized carbocation’s in the in the allylic intermediate. 

For the Butadiene derivatives, there are four carbons for addition of proton, but at C1 and C4 carbons only forms the allylic carbocation.

To explain: the given dienes yields four and two products if the dienes are treated with HBr .

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