In the synthesis of methyl m-nitrobenzoate from methyl benzoate using  HNO3 and  H2SO4 via EAS the product is washed with ethanol to remove impurities. By impurities do they mean o-nitrobenzoate and methyl p-nitrobenzoate? How come ethanol can remove o-nitrobenzoate and methyl p-nitrobenzoate, but has no effect on m-nitrobenzoate? Thank you.

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
Chapter19: Enolate Anions And Enamines
Section: Chapter Questions
Problem 19.48P
icon
Related questions
icon
Concept explainers
Question

In the synthesis of methyl m-nitrobenzoate from methyl benzoate using  HNO3 and  H2SO4 via EAS the product is washed with ethanol to remove impurities. By impurities do they mean o-nitrobenzoate and methyl p-nitrobenzoate? How come ethanol can remove o-nitrobenzoate and methyl p-nitrobenzoate, but has no effect on m-nitrobenzoate? Thank you.

Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps

Blurred answer
Knowledge Booster
Ethers
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
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning