Organic Chemistry, Binder Ready Version
Organic Chemistry, Binder Ready Version
2nd Edition
ISBN: 9781118454312
Author: David R. Klein
Publisher: WILEY
Question
Book Icon
Chapter 17.9, Problem 22PTS

(a)

Interpretation Introduction

Interpretation:

For the given 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
4- π-electrons Conrotatory Disrotatory
6- π-electrons Disrotatory Conrotatory
  • 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.

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

(b)

Interpretation Introduction

Interpretation:

For the given 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
4- π-electrons Conrotatory Disrotatory
6- π-electrons Disrotatory Conrotatory
  • 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.

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

(c)

Interpretation Introduction

Interpretation:

For the given 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
4- π-electrons Conrotatory Disrotatory
6- π-electrons Disrotatory Conrotatory
  • 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.

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

Blurred answer
Students have asked these similar questions
k https://app.aktiv.com STARTING AMOUNT 6 58°F Clear + F1 X Dimensional Analysis - Aktiv Chemistry Your Aktiv Learning trial expires on 02/25/25 at 02:14 PM Question 19 of 22 Polyethylene terephthalate (PET) is used in plastic water bottles. A water bottle has a mass of 14.0 grams. Given a density of 1.38 g/cm³, what is the volume of the plastic used to make the water bottle in cm³ ? ADD FACTOR ANSWER RESET ว 100 14.0 0.01 10.1 1000 0.099 1.38 0.001 Q Search F5 -O+ F6 F7 + F3 F2 W E S4 ST #3 F4 % 5 Y R S & 7 cm³ g/cm³ g ם F8 * 00 8 F9 P ل DOD S F10 F11 F12 Insert D F G H J K + 11
A doctor gives a patient 10 Ci of beta radiation. How many betaparticles would the patient receive in 1 minute? (1 Ci = 3.7 x 1010d/s)
Part C IN H N. Br₂ (2 equiv.) AlBr3 Draw the molecule on the canvas by choosing buttons from the Tools (for bonds and + e (×) H± 12D T EXP. L CONT. ד

Chapter 17 Solutions

Organic Chemistry, Binder Ready Version

Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
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