write the balanced equation and the stepwise mechanism for the Friedel-Crafts acylation of anisole using acetic anhydride with aluminum chloride acting as catalyst. Write the complete mechanism for both para-substitution and meta-substitution, including all the resonance structures for the sigma complex for each mechanism. Explain why para substitution, not meta substitution, is preferred in this reaction.

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter23: Amines
Section: Chapter Questions
Problem 23.37P
icon
Related questions
Question
100%

write the balanced equation and the stepwise mechanism for the Friedel-Crafts acylation of anisole using acetic anhydride with aluminum chloride acting as catalyst. Write the complete mechanism for both para-substitution and meta-substitution, including all the resonance structures for the sigma complex for each mechanism. Explain why para substitution, not meta substitution, is preferred in this reaction. 

Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Knowledge Booster
Ammonium Salts
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning