Organic Chemistry
Organic Chemistry
3rd Edition
ISBN: 9781119338352
Author: Klein
Publisher: WILEY
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Chapter 16.4, Problem 6PTS

(a)

Interpretation Introduction

Interpretation:

The product for the given reaction and the mechanism has to be determined.

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 HBr.
  • The Br(nucleophilic) can attacks in either of the two resonance stabilized carbocation’s in the allylic intermediate. 
  • Symmetrical diene like butadiene will produce only two products. Because the intermediates allylic carbocation formed are same.
  • For the Butadiene derivatives, there are four carbons for addition of proton, but at C1 and C4 carbons only forms the allylic carbocation.

(b)

Interpretation Introduction

Interpretation:

The product for the given reaction and the mechanism has to be determined.

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 allylic intermediate. 
  • Symmetrical diene like butadiene will produce only two products. Because the intermediates allylic carbocation formed are same.
  • For the Butadiene derivatives, there are four carbons for addition of proton, but at C1 and C4 carbons only forms the allylic carbocation.

(c)

Interpretation Introduction

Interpretation:

The product for the given reaction and the mechanism has to be determined.

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 HBr.
  • The Br(nucleophilic) can attacks in either of the two resonance stabilized carbocation’s in the allylic intermediate. 
  • Symmetrical diene like butadiene will produce only two products. Because the intermediates allylic carbocation formed are same.
  • For the Butadiene derivatives, there are four carbons for addition of proton, but at C1 and C4 carbons only forms the allylic carbocation.

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Chapter 16 Solutions

Organic Chemistry

Ch. 16.5 - Prob. 9PTSCh. 16.5 - Prob. 10PTSCh. 16.5 - Prob. 11ATSCh. 16.5 - Prob. 12CCCh. 16.7 - Prob. 3LTSCh. 16.7 - Prob. 13PTSCh. 16.7 - Prob. 14ATSCh. 16.7 - Prob. 15CCCh. 16.7 - Prob. 16CCCh. 16.7 - Prob. 17CCCh. 16.7 - Predict the regiochemical outcome (major product)...Ch. 16.8 - Prob. 19CCCh. 16.9 - Prob. 20CCCh. 16.9 - Prob. 4LTSCh. 16.9 - Prob. 21PTSCh. 16.9 - Prob. 22ATSCh. 16.10 - Prob. 23CCCh. 16.10 - Prob. 24CCCh. 16.10 - Prob. 25CCCh. 16.10 - Prob. 26CCCh. 16.11 - Prob. 5LTSCh. 16.11 - Prob. 27PTSCh. 16.11 - Prob. 28ATSCh. 16.12 - Prob. 29CCCh. 16 - Prob. 30PPCh. 16 - Prob. 31PPCh. 16 - Prob. 32PPCh. 16 - Prob. 33PPCh. 16 - Prob. 34PPCh. 16 - Prob. 35PPCh. 16 - Prob. 36PPCh. 16 - Prob. 37PPCh. 16 - Prob. 38PPCh. 16 - Prob. 39PPCh. 16 - Prob. 40PPCh. 16 - Prob. 41PPCh. 16 - Prob. 42PPCh. 16 - Prob. 43PPCh. 16 - Prob. 44PPCh. 16 - Prob. 45PPCh. 16 - Prob. 46PPCh. 16 - Prob. 47PPCh. 16 - Prob. 48PPCh. 16 - Prob. 49PPCh. 16 - Prob. 50PPCh. 16 - Prob. 51PPCh. 16 - Prob. 52PPCh. 16 - Prob. 53PPCh. 16 - Prob. 54PPCh. 16 - Prob. 55PPCh. 16 - Prob. 56PPCh. 16 - Prob. 57PPCh. 16 - Prob. 58PPCh. 16 - Prob. 59PPCh. 16 - Prob. 60IPCh. 16 - Prob. 61IPCh. 16 - Prob. 62IPCh. 16 - Prob. 63IPCh. 16 - Prob. 64IPCh. 16 - Prob. 65IPCh. 16 - Prob. 66IPCh. 16 - Prob. 67IPCh. 16 - Prob. 68IPCh. 16 - Prob. 69IPCh. 16 - Prob. 70IPCh. 16 - Prob. 71IPCh. 16 - Prob. 72IPCh. 16 - Prob. 73IPCh. 16 - Prob. 74IPCh. 16 - Prob. 76IPCh. 16 - Prob. 77CPCh. 16 - Prob. 78CPCh. 16 - Prob. 79CPCh. 16 - Prob. 80CPCh. 16 - Prob. 81CP
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