4 pts total) re is Aromatic (A), (circle one) A AAN ion with Cl₂/FeCls. (6 pts) acids shown to right) (6 pts) al 3 1. Consider the Friedel-Crafts (FC) alkylation of N-phenylacetamide (shown below) in which reaction with 1-chloropropane and AlCl3 produces two isomers of isopropyl N-phenylacetamide. (20 pts) 1. Draw the complete reaction mechanism for the formation of the ortho product (para is also formed) (10 pts) 2. Is this reaction faster or slower than the similar FC reaction starting with benzene (C6H6)? Explain why. (4 pts) 3. Explain why this reaction produces the ortho and para products (but not meta). (6 pts) Use your mechanism to help explain parts #2 and #3. Use additional drawings and words as needed. to AICI N-phenylacetamide 455 sta AHO O 00 10H СОИН 08H НИ MOHO HO HO 10
4 pts total) re is Aromatic (A), (circle one) A AAN ion with Cl₂/FeCls. (6 pts) acids shown to right) (6 pts) al 3 1. Consider the Friedel-Crafts (FC) alkylation of N-phenylacetamide (shown below) in which reaction with 1-chloropropane and AlCl3 produces two isomers of isopropyl N-phenylacetamide. (20 pts) 1. Draw the complete reaction mechanism for the formation of the ortho product (para is also formed) (10 pts) 2. Is this reaction faster or slower than the similar FC reaction starting with benzene (C6H6)? Explain why. (4 pts) 3. Explain why this reaction produces the ortho and para products (but not meta). (6 pts) Use your mechanism to help explain parts #2 and #3. Use additional drawings and words as needed. to AICI N-phenylacetamide 455 sta AHO O 00 10H СОИН 08H НИ MOHO HO HO 10
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...
Related questions
Question

Transcribed Image Text:4 pts total)
re is Aromatic (A),
(circle one)
A AAN
ion with Cl₂/FeCls. (6 pts)
acids shown to right) (6 pts)
al
3
1. Consider the Friedel-Crafts (FC) alkylation of N-phenylacetamide (shown below) in which reaction with
1-chloropropane and AlCl3 produces two isomers of isopropyl N-phenylacetamide. (20 pts)
1. Draw the complete reaction mechanism for the formation of the ortho product (para is also formed) (10 pts)
2. Is this reaction faster or slower than the similar FC reaction starting with benzene (C6H6)? Explain why. (4 pts)
3. Explain why this reaction produces the ortho and para products (but not meta). (6 pts)
Use your mechanism to help explain parts #2 and #3. Use additional drawings and words as needed.
to
AICI
N-phenylacetamide
455
sta
AHO O
00 10H
СОИН
08H
НИ
MOHO HO
HO
10
Expert Solution

This question has been solved!
Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.
Step by step
Solved in 2 steps with 1 images

Recommended textbooks for you

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

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