Question

a. What two amides are obtained from the reaction of acetyl chloride with an equivalent of ethylamine and an equivalent of propylamine? b. Why is only one amide obtained from the reaction of acetyl chloride with an equivalent of ethylamine and an equivalent of triethylamine?

Solution

Verified
Answered 2 years ago
Answered 2 years ago
Step 1
1 of 2

a.\textbf{a.} Since both amines have similar chemical properties, both react with acetyl chloride. N-ethylacetamide\textbf{{\color{#4257b2}\textit{N}-ethylacetamide}} and N-propylacetamide\textbf{{\color{#4257b2}\textit{N}-propylacetamide}} are formed.

b.\textbf{b.} At first, both amines react, forming N-ethylacetamide\textbf{{\color{#4257b2}\textit{N}-ethylacetamide}} and positively-charged amide are formed, the latter of which has a good leaving group which is then substituted with ethylamine. Another molecule of N-ethylacetamide\textbf{{\color{#4257b2}\textit{N}-ethylacetamide}} is formed. It is the only product obtained in this reaction.

Create an account to view solutions

By signing up, you accept Quizlet's Terms of Service and Privacy Policy
Continue with GoogleContinue with Facebook

Create an account to view solutions

By signing up, you accept Quizlet's Terms of Service and Privacy Policy
Continue with GoogleContinue with Facebook

Recommended textbook solutions

Organic Chemistry 8th Edition by Paula Yurkanis Bruice

Organic Chemistry

8th EditionISBN: 9780134042282 (19 more)Paula Yurkanis Bruice
2,064 solutions
Organic Chemistry 3rd Edition by David Klein

Organic Chemistry

3rd EditionISBN: 9781119316152 (2 more)David Klein
3,099 solutions
Organic Chemistry 9th Edition by John E. McMurry

Organic Chemistry

9th EditionISBN: 9781305080485 (2 more)John E. McMurry
1,920 solutions
Organic Chemistry 8th Edition by Brent L. Iverson, Christopher S. Foote, Eric Anslyn, William H. Brown

Organic Chemistry

8th EditionISBN: 9781305580350Brent L. Iverson, Christopher S. Foote, Eric Anslyn, William H. Brown
1,464 solutions

More related questions