Cyclohexanone reacts with hydroxylamine hydrochloride (NH2OH HCl) to give the oxime product, which upon reaction with sulfuric acid gives the 7-member cyclic amide called caprolactam as the major product. a. Draw both of these reactions. b. Draw mechanisms that account for the formation of the oxime and the cyclic amide. For full credit, you must use the curved arrow notation to show all bond making and bond breaking. You must also show all reactive intermediates.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
Question
Cyclohexanone reacts with hydroxylamine hydrochloride (NH2OH HCl) to give the oxime
product, which upon reaction with sulfuric acid gives the 7-member cyclic amide called
caprolactam as the major product.
a. Draw both of these reactions.
b. Draw mechanisms that account for the formation of the oxime and the cyclic amide. For full
credit, you must use the curved arrow notation to show all bond making and bond breaking.
You must also show all reactive intermediates.
Transcribed Image Text:Cyclohexanone reacts with hydroxylamine hydrochloride (NH2OH HCl) to give the oxime product, which upon reaction with sulfuric acid gives the 7-member cyclic amide called caprolactam as the major product. a. Draw both of these reactions. b. Draw mechanisms that account for the formation of the oxime and the cyclic amide. For full credit, you must use the curved arrow notation to show all bond making and bond breaking. You must also show all reactive intermediates.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 1 steps with 2 images

Blurred answer
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY