Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
expand_more
expand_more
format_list_bulleted
Question
Chapter 28, Problem 28.52AP
Interpretation Introduction
Interpretation:
An interesting heterocyclic compound C was prepared and trapped by the sequence of reactions given in Fig. P28.52.The structure of all missing compounds is to be explained.
Concept introduction:
Electrocyclic reactions are a pericyclic reaction which occur intramolecularly. These reactions will result in the formation of ring compounds under the influence of heat or light. Notably, in this process one new sigma bond is formed and one old π-bond is consumed. Intriguingly, the reverse ring opening electrocyclic reaction can also be possible to occur under the same reaction mechanism but in reverse manner.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
(a) Which is more reactive towards Electrophilic aromatic substitution (EAS)?
(b) Which of the following is a a meta-substituted compound?
(c) Which is the least reactive towards Electrophilic aromatic substitution (EAS)?
(d) Which is an ortho-substituted compound?
(A) Provide the major organic product for the reaction below
(B) Would the product be optically active of optically in active?
(a) Discuss the aromaticity of a six membered heterocyclic compound which is weak base in nature.
(b) Discuss about the stability factors of the reaction intermediates, which involved in a name reaction "Wittig rearrangement".
Chapter 28 Solutions
Organic Chemistry
Ch. 28 - Prob. 28.1PCh. 28 - Prob. 28.2PCh. 28 - Prob. 28.3PCh. 28 - Prob. 28.4PCh. 28 - Prob. 28.5PCh. 28 - Prob. 28.6PCh. 28 - Prob. 28.7PCh. 28 - Prob. 28.8PCh. 28 - Prob. 28.9PCh. 28 - Prob. 28.10P
Ch. 28 - Prob. 28.11PCh. 28 - Prob. 28.12PCh. 28 - Prob. 28.13PCh. 28 - Prob. 28.14PCh. 28 - Prob. 28.15PCh. 28 - Prob. 28.16PCh. 28 - Prob. 28.17PCh. 28 - Prob. 28.18PCh. 28 - Prob. 28.19PCh. 28 - Prob. 28.20PCh. 28 - Prob. 28.21PCh. 28 - Prob. 28.22PCh. 28 - Prob. 28.23PCh. 28 - Prob. 28.24PCh. 28 - Prob. 28.25PCh. 28 - Prob. 28.26PCh. 28 - Prob. 28.27PCh. 28 - Prob. 28.28PCh. 28 - Prob. 28.29APCh. 28 - Prob. 28.30APCh. 28 - Prob. 28.31APCh. 28 - Prob. 28.32APCh. 28 - Prob. 28.33APCh. 28 - Prob. 28.34APCh. 28 - Prob. 28.35APCh. 28 - Prob. 28.36APCh. 28 - Prob. 28.37APCh. 28 - Prob. 28.38APCh. 28 - Prob. 28.39APCh. 28 - Prob. 28.40APCh. 28 - Prob. 28.41APCh. 28 - Prob. 28.42APCh. 28 - Prob. 28.43APCh. 28 - Prob. 28.44APCh. 28 - Prob. 28.45APCh. 28 - Prob. 28.46APCh. 28 - Prob. 28.47APCh. 28 - Prob. 28.48APCh. 28 - Prob. 28.49APCh. 28 - Prob. 28.50APCh. 28 - Prob. 28.51APCh. 28 - Prob. 28.52APCh. 28 - Prob. 28.53APCh. 28 - Prob. 28.54APCh. 28 - Prob. 28.55AP
Knowledge Booster
Similar questions
- the following reaction scheme leads to the formation of compound B. give the structure of the final products and of the intermediate product A and justify, using the mechanism, the formation of thesearrow_forwardAnswer all parts of this question. (a) Give systematic names for the heterocycles shown below. CI Place the following molecules into order from most to least basic. detailed reasons for your answer. (b) NH3 N. H. S.arrow_forwardOutline a synthesis of each of the following compounds from isopropyl alcohol. A compound prepared in one part can be used as a reactant in another. (Hint: which of the compounds shown can serve as a starting material to all others?)arrow_forward
- (i) Explain why a high reaction temperature favours elimination reactions, instead of substitution reactions. (ii) Explain why polar aprotic solvents favour Sn2 reaction but not favour SN1 reaction.arrow_forwardthe following reaction scheme leads to the formation of compound C. give the structure of the final product C and of the intermediate products A and B and justify, using the mechanism, the formation of the product A. Give the serereochemistry of the final product obtainedarrow_forwardConsider the tetracyclic compound with rings labeled A–D. (a) Which ring is the most reactive in electrophilic aromatic substitution? (b) Which ring is the least reactive in electrophilic aromatic substitution?arrow_forward
- Account for the following:(i) Aniline does not give Friedel-Crafts reaction.(ii) Ethylamine is soluble in water whereas aniline is not.(iii) pKb of methylamine is less than that of aniline.arrow_forwardGive the major organic product of the following reaction for a) or b)arrow_forward(a) What monobromo allylic substitution products would result from reaction of each of PRACTICE P the following compounds with NBS in the presence of peroxides and/or light? (b) In the case of isomeric products for any reaction, which would you predict to be the most stable based on the double bond in the product? (c) Draw the resonance hybrid(s) for the allylic radical that would be involved in each reaction. (i) (ii) V dil.... (iii) oilyarrow_forward
- Deduce the structures of compound A,B,C and Darrow_forwardCompound A was oxidized with periodic acid to give B, which after acid hydrolysis gave C. Bromine oxidation of C gave D. Suggest structural formulas, including stereochemistry, for compounds B, C, and D.arrow_forward(b) Distinguish each as aromatic or antiaromatic in terms of electronic basis. Explain which one is more stable. (i) Compound A Compound B (ii) Compound C Compound D (iii) Compound E Compound Farrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
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