Organic Chemistry
2nd Edition
ISBN: 9781118452288
Author: David R. Klein
Publisher: WILEY
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Question
Chapter 17.9, Problem 4LTS
Interpretation Introduction
Interpretation:
For the given electrocyclic reaction, 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 |
| 4- π-electrons | Conrotatory | Disrotatory |
| 6- π-electrons | Disrotatory | Conrotatory |
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Chapter 17 Solutions
Organic Chemistry
Ch. 17.1 - Prob. 1CCCh. 17.2 - Prob. 2CCCh. 17.2 - Prob. 3CCCh. 17.2 - Prob. 4CCCh. 17.2 - Prob. 5CCCh. 17.3 - Prob. 6CCCh. 17.4 - Prob. 1LTSCh. 17.4 - Prob. 7PTSCh. 17.4 - Prob. 8ATSCh. 17.4 - Prob. 9ATS
Ch. 17.5 - Prob. 2LTSCh. 17.5 - Prob. 10PTSCh. 17.5 - Prob. 11ATSCh. 17.5 - Prob. 12ATSCh. 17.5 - Prob. 13CCCh. 17.7 - Prob. 3LTSCh. 17.7 - Prob. 14PTSCh. 17.7 - Prob. 15ATSCh. 17.7 - Prob. 16ATSCh. 17.7 - Prob. 17CCCh. 17.7 - Prob. 18CCCh. 17.7 - Prob. 19CCCh. 17.8 - Prob. 20CCCh. 17.9 - Prob. 21CCCh. 17.9 - Prob. 4LTSCh. 17.9 - Prob. 22PTSCh. 17.9 - Prob. 23ATSCh. 17.9 - Prob. 24ATSCh. 17.10 - Prob. 25CCCh. 17.10 - Prob. 26CCCh. 17.10 - Prob. 27CCCh. 17.10 - Prob. 28CCCh. 17.11 - Prob. 5LTSCh. 17.11 - Prob. 29PTSCh. 17.11 - Prob. 30ATSCh. 17.12 - Prob. 31CCCh. 17 - Prob. 32PPCh. 17 - Prob. 33PPCh. 17 - Prob. 34PPCh. 17 - Prob. 35PPCh. 17 - Prob. 36PPCh. 17 - Prob. 37PPCh. 17 - Prob. 38PPCh. 17 - Prob. 39PPCh. 17 - Prob. 40PPCh. 17 - Prob. 41PPCh. 17 - Prob. 42PPCh. 17 - Prob. 43PPCh. 17 - Prob. 44PPCh. 17 - Prob. 45PPCh. 17 - Prob. 46PPCh. 17 - Prob. 47PPCh. 17 - Prob. 48PPCh. 17 - Prob. 49PPCh. 17 - Prob. 50PPCh. 17 - Prob. 51PPCh. 17 - Prob. 52PPCh. 17 - Prob. 53PPCh. 17 - Prob. 54PPCh. 17 - Prob. 55PPCh. 17 - Prob. 56PPCh. 17 - Prob. 57PPCh. 17 - Prob. 58PPCh. 17 - Prob. 59PPCh. 17 - Prob. 60IPCh. 17 - Prob. 61IPCh. 17 - Prob. 62IPCh. 17 - Prob. 63IPCh. 17 - Prob. 64IPCh. 17 - Prob. 65IPCh. 17 - Prob. 66IPCh. 17 - Prob. 67IPCh. 17 - Prob. 68IPCh. 17 - Prob. 69IP
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