Organic Chemistry
Organic Chemistry
2nd Edition
ISBN: 9781118452288
Author: David R. Klein
Publisher: WILEY
Question
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Chapter 8.9, Problem 27CC

(a)

Interpretation Introduction

Interpretation:

Carbocation intermediate should be drawn for all the given substrates during E1 elimination process.

Concept introduction:

  • Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base. Elimination reactions are two types, E1 and E2.
  • E1 reaction: elimination follows stepwise mechanism. Rate of the reaction depends only on substrate concentration because rate-determining step is carbocation formation step.

    r[substrate]

  • E2 reaction: elimination follows concerted pathway of mechanism. Rate of the reaction depends on both substrates as well as reagent concentration.

    r[substrate][base]

  • Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

(b)

Interpretation Introduction

Interpretation:

Carbocation intermediate should be drawn for all the given substrates during E1 elimination process.

Concept introduction:

  • Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base. Elimination reactions are two types, E1 and E2.
  • E1 reaction: elimination follows stepwise mechanism. Rate of the reaction depends only on substrate concentration because rate-determining step is carbocation formation step.

    r[substrate]

  • E2 reaction: elimination follows concerted pathway of mechanism. Rate of the reaction depends on both substrates as well as reagent concentration.

    r[substrate][base]

  • Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

(c)

Interpretation Introduction

Interpretation:

Carbocation intermediate should be drawn for all the given substrates during E1 elimination process.

Concept introduction:

  • Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base. Elimination reactions are two types, E1 and E2.
  • E1 reaction: elimination follows stepwise mechanism. Rate of the reaction depends only on substrate concentration because rate-determining step is carbocation formation step.

    r[substrate]

  • E2 reaction: elimination follows concerted pathway of mechanism. Rate of the reaction depends on both substrates as well as reagent concentration.

    r[substrate][base]

  • Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

(d)

Interpretation Introduction

Interpretation:

Carbocation intermediate should be drawn for all the given substrates during E1 elimination process.

Concept introduction:

  • Elimination reaction: In elimination reaction, two substituents are removed from the substrate to give the product in presence of base. Elimination reactions are two types, E1 and E2.
  • E1 reaction: elimination follows stepwise mechanism. Rate of the reaction depends only on substrate concentration because rate-determining step is carbocation formation step.

    r[substrate]

  • E2 reaction: elimination follows concerted pathway of mechanism. Rate of the reaction depends on both substrates as well as reagent concentration.

    r[substrate][base]

  • Elimination of compound in presence of bulky base leads to less substituted alkene, in presence of strong base (not bulky) leads to more substituted alkene.

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Chapter 8 Solutions

Organic Chemistry

Ch. 8.5 - Prob. 8PTSCh. 8.6 - Prob. 4LTSCh. 8.6 - Prob. 9PTSCh. 8.6 - Prob. 10PTSCh. 8.6 - Prob. 11ATSCh. 8.6 - Prob. 12ATSCh. 8.7 - Prob. 13CCCh. 8.7 - Prob. 14CCCh. 8.7 - Prob. 5LTSCh. 8.7 - Prob. 15PTSCh. 8.7 - Prob. 16ATSCh. 8.7 - Prob. 17ATSCh. 8.7 - Prob. 6LTSCh. 8.7 - Prob. 18PTSCh. 8.7 - Prob. 19ATSCh. 8.7 - Prob. 20CCCh. 8.7 - Prob. 21CCCh. 8.8 - Prob. 7LTSCh. 8.8 - Prob. 22PTSCh. 8.8 - Prob. 23ATSCh. 8.8 - Prob. 24ATSCh. 8.8 - Prob. 25ATSCh. 8.9 - Prob. 26CCCh. 8.9 - Prob. 27CCCh. 8.9 - Prob. 28CCCh. 8.9 - Prob. 8LTSCh. 8.9 - Prob. 29PTSCh. 8.9 - Prob. 31CCCh. 8.10 - Prob. 32CCCh. 8.10 - Prob. 33CCCh. 8.10 - Prob. 9LTSCh. 8.10 - Prob. 34PTSCh. 8.10 - Prob. 35ATSCh. 8.10 - Prob. 36ATSCh. 8.11 - Prob. 37CCCh. 8.11 - Prob. 38CCCh. 8.12 - Prob. 10LTSCh. 8.13 - Prob. 11LTSCh. 8.14 - Prob. 12LTSCh. 8.14 - Prob. 46PTSCh. 8.14 - Prob. 48ATSCh. 8.14 - Prob. 49ATSCh. 8 - Prob. 50PPCh. 8 - Prob. 51PPCh. 8 - Prob. 52PPCh. 8 - Prob. 53PPCh. 8 - Prob. 54PPCh. 8 - Prob. 55PPCh. 8 - Prob. 56PPCh. 8 - Prob. 57PPCh. 8 - Prob. 58PPCh. 8 - Prob. 59PPCh. 8 - Prob. 60PPCh. 8 - Prob. 61PPCh. 8 - Prob. 62PPCh. 8 - Prob. 63PPCh. 8 - Prob. 64PPCh. 8 - Prob. 65PPCh. 8 - Prob. 66PPCh. 8 - Prob. 67PPCh. 8 - Prob. 68PPCh. 8 - Prob. 69PPCh. 8 - Prob. 70PPCh. 8 - Prob. 71PPCh. 8 - Prob. 72PPCh. 8 - Prob. 73PPCh. 8 - Prob. 74PPCh. 8 - Prob. 75PPCh. 8 - Prob. 76PPCh. 8 - Prob. 77IPCh. 8 - Prob. 78IPCh. 8 - Prob. 79IPCh. 8 - Prob. 80IPCh. 8 - Prob. 81IPCh. 8 - Prob. 82IPCh. 8 - Prob. 83IPCh. 8 - Prob. 84IPCh. 8 - Prob. 85IPCh. 8 - Prob. 86IPCh. 8 - Prob. 87IP
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