A commonly formed side product during the Hoffman rearrangement is a urea. When butanamide is reacted with bromine in aqueous sodium hydroxide N,N-dipropylurea is obtained together with propylamine. Indicate how this product originates.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
Section11.SE: Something Extra
Problem 79AP
icon
Related questions
Question

A commonly formed side product during the Hoffman rearrangement is a urea. When butanamide is reacted with bromine in aqueous sodium hydroxide N,N-dipropylurea is obtained together with propylamine. Indicate how this product originates.

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:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning
Pushing Electrons
Pushing Electrons
Chemistry
ISBN:
9781133951889
Author:
Weeks, Daniel P.
Publisher:
Cengage Learning