ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT
2nd Edition
ISBN: 9781119288510
Author: Klein
Publisher: WILEY
expand_more
expand_more
format_list_bulleted
Question
Chapter 17.9, Problem 23ATS
Interpretation Introduction
Interpretation:
For the given compound, the structure, the product formed upon conrotatory ring opening and the products formed upon disrotatory ring opening are needed to be determined and the condition of conrotatory ring opening, the practically formed product upon disrotatory ring opening are to be explained.
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 for reverse of Electrocyclic reaction is drawn by using arrows representing the conversion of σ-bond to π-bond and the shifting of π-bonds in the π-system of a cyclic
alkene . - The mechanism for reverse of Electrocyclic reaction is drawn by using arrows representing the conversion of σ-bond to π-bond and the shifting of π-bonds in the π-system of a cyclic alkene.
- 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 |
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionChapter 17 Solutions
ORGANIC CHEMISTRY GGC>CUSTOM<-TEXT
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
Knowledge Booster
Recommended textbooks for you
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY