Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
Question
Book Icon
Chapter D, Problem 1PP
Interpretation Introduction

Interpretation:

The product of photochemical cyclization reaction of cis,trans2,4hexadiene is to be determined with the help of given structure.

Concept Introduction:

>

The compounds that have the same molecular formula of atoms but the structure of the compounds are different for the positions of atoms are called isomers.

>

In double bond or cyclic compounds, if two same functional groups are present on the same side of the double bond or cyclic compound, the given compound can be labeled as cis.

>

If the two functional groups are present on the different sides of the double bond or cyclic compound, the given compound can be labeled as Trans.

>

Cis-trans isomerism exists in the compounds in which similar groups are present on the adjacent carbon atoms.

>

The thermal electrocyclic reaction having 4Π electron takes place with conrotatory motion.

>

The photochemical electrocyclic reaction having 4Π electron takes place with disrotatory motion.

>

The electrocyclic reactions are initiated by heat or light and are stereospecific in nature.

Expert Solution & Answer
Check Mark

Answer to Problem 1PP

Solution:

The product of the reaction is given below:

Organic Chemistry, Chapter D, Problem 1PP , additional homework tip  1

Explanation of Solution

The compound cis,trans2,4hexadiene follows 4Π electron rule and according to Woodward-Hoffmann rule, for electrocyclic reaction, the photochemical cyclization reaction of cis,trans2,4hexadiene takes place with disrotatory motion.

Thus, the photochemical cyclization reaction of cis,trans2,4hexadiene is as:

Organic Chemistry, Chapter D, Problem 1PP , additional homework tip  2

Conclusion

The product of the reaction is trans3,4dimethylcyclobutene.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!
Knowledge Booster
Background pattern image
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY