Organic Chemistry, 3e WileyPLUS Registration Card + Loose-leaf Print Companion
Organic Chemistry, 3e WileyPLUS Registration Card + Loose-leaf Print Companion
3rd Edition
ISBN: 9781119340577
Author: Klein
Publisher: Wiley (WileyPLUS Products)
Question
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Chapter 16, Problem 52PP

(a)

Interpretation Introduction

Interpretation:

For the given each of the electrocyclic reactions, the product formed should be determined.

Concept introduction:

  • Electrocyclic reaction is a concerted cyclization reaction of conjugated polyenes (π-system), in which one π-bond is converted into an σ-bond and remaining π-bonds shift their positions. Thereby the newly formed σ-bond connects the two ends of π-system to form a ring.
  • The mechanism of the ring formation in the Electrocyclic reaction is drawn by using arrows representing the forming σ-bond and the shifting of π-bonds in the π-system of a polyene.
  • The reaction conditions (thermal or photochemical) controls the product in such a way that the rotation for end lobes (ring closure) of the HOMO of conjugated (π-system) polyene.
  • According to Woodward-Hoffmann rule for thermal and photochemical Electrocyclic reactions,
π-systems Thermal Photochemical
6- π-electrons Disrotatory Conrotatory
8- π-electrons Conrotatory Disrotatory

To determine: the major product formed for each of the given electrocyclic reactions.

(b)

Interpretation Introduction

Interpretation:

For the given each of the electrocyclic reactions, the product formed should be determined.

Concept introduction:

  • Electrocyclic reaction is a concerted cyclization reaction of conjugated polyenes (π-system), in which one π-bond is converted into an σ-bond and remaining π-bonds shift their positions. Thereby the newly formed σ-bond connects the two ends of π-system to form a ring.
  • The mechanism of the ring formation in the Electrocyclic reaction is drawn by using arrows representing the forming σ-bond and the shifting of π-bonds in the π-system of a polyene.
  • The reaction conditions (thermal or photochemical) controls the product in such a way that the rotation for end lobes (ring closure) of the HOMO of conjugated (π-system) polyene.
  • According to Woodward-Hoffmann rule for thermal and photochemical Electrocyclic reactions,
π-systems Thermal Photochemical
6- π-electrons Disrotatory Conrotatory
8- π-electrons Conrotatory Disrotatory

To determine: the major product formed for each of the given electrocyclic reactions.

(c)

Interpretation Introduction

Interpretation:

For the given each of the electrocyclic reactions, the product formed should be determined.

Concept introduction:

  • Electrocyclic reaction is a concerted cyclization reaction of conjugated polyenes (π-system), in which one π-bond is converted into an σ-bond and remaining π-bonds shift their positions. Thereby the newly formed σ-bond connects the two ends of π-system to form a ring.
  • The mechanism of the ring formation in the Electrocyclic reaction is drawn by using arrows representing the forming σ-bond and the shifting of π-bonds in the π-system of a polyene.
  • The reaction conditions (thermal or photochemical) controls the product in such a way that the rotation for end lobes (ring closure) of the HOMO of conjugated (π-system) polyene.
  • According to Woodward-Hoffmann rule for thermal and photochemical Electrocyclic reactions,
π-systems Thermal Photochemical
6- π-electrons Disrotatory Conrotatory
8- π-electrons Conrotatory Disrotatory

To determine: the major product formed for each of the given electrocyclic reactions.

 (d)

Interpretation Introduction

Interpretation:

For the given each of the electrocyclic reactions, the product formed should be determined.

Concept introduction:

  • Electrocyclic reaction is a concerted cyclization reaction of conjugated polyenes (π-system), in which one π-bond is converted into an σ-bond and remaining π-bonds shift their positions. Thereby the newly formed σ-bond connects the two ends of π-system to form a ring.
  • The mechanism of the ring formation in the Electrocyclic reaction is drawn by using arrows representing the forming σ-bond and the shifting of π-bonds in the π-system of a polyene.
  • The reaction conditions (thermal or photochemical) controls the product in such a way that the rotation for end lobes (ring closure) of the HOMO of conjugated (π-system) polyene.
  • According to Woodward-Hoffmann rule for thermal and photochemical Electrocyclic reactions,
π-systems Thermal Photochemical
6- π-electrons Disrotatory Conrotatory
8- π-electrons Conrotatory Disrotatory

To determine: the major product formed for each of the given electrocyclic reactions.

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Chapter 16 Solutions

Organic Chemistry, 3e WileyPLUS Registration Card + Loose-leaf Print Companion

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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