Can any two weak organic acids be separated by the addition of an aqueous base? If not, what condition must be met to do so?

Chemistry & Chemical Reactivity
9th Edition
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Chapter16: Principles Of Chemical Reactivity: The Chemistry Of Acids And Bases
Section: Chapter Questions
Problem 116IL: Amino acids are an important group of compounds. At low pH, both the carboxylic acid group (CO2H)...
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  1. Can any two weak organic acids be separated by the addition of an aqueous base? If not, what condition must be met to do so?

  2. For separating carboxylic acid and phenol, we add NaHCO3 first followed by NaOH. What would happen if we add NaOH first? Explain using suitable chemical reactions.

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