Here is a flowchart for the separation of a mixture of a primary aliphatic amine (RNH, pK, 10.8), a carboxylic acid (RCOOH, pK, 5), and a phenol (ArOH, pK¸ 10). Assume that each is insoluble in water but soluble in diethyl ether. The mixture is separated into fractions A, B, and C. Which fraction contains the amine, which contains the carboxylic acid, and which contains the phenol? A mixture of three compounds RCOOH RNH, Amine Carboxylic acid Phenol ArOH Dissohve in dieshyl esher Mix with HCI, HO Ether layer Aquecous layer Add NalICO, HO Add diechyf echer., NaOH, H0 Aqueous layer Edher laver Aqueous laver Ether layer Add diechyl echer. HCI, H,0 Evaporate ether Evaporate ether B Aqueous laver Echer layer Evaporate ether

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
icon
Concept explainers
Question

Kindly illustrate the necessary reactions.

Here is a flowchart for the separation of a mixture of a primary aliphatic amine
(RNH, pK, 10.8), a carboxylic acid (RCOOH, pK, 5), and a phenol (AROH,
pK, 10). Assume that each is insoluble in water but soluble in diethyl ether.
The mixture is separated into fractions A, B, and C. Which fraction contains the
amine, which contains the carboxylic acid, and which contains the phenol?
A mixture of three compounds
RNH,
Amine Carboxylic acid Phenol
RCOOH
AFOH
Dissolve in diethyl ether
Mix with HCI, HLO
Ether layer
Aqueous layer
Add NafICO, H,O
Add diechyl echer, NaOH, H,0
Aqueous layer
Aqueous layer
Ether laver
Ether layer
Add diethyl ether. HCI, H,0
Evaporate ether
Evaporate ether
B
Aqueonus layer
Ether layer
Evaporate ether
Transcribed Image Text:Here is a flowchart for the separation of a mixture of a primary aliphatic amine (RNH, pK, 10.8), a carboxylic acid (RCOOH, pK, 5), and a phenol (AROH, pK, 10). Assume that each is insoluble in water but soluble in diethyl ether. The mixture is separated into fractions A, B, and C. Which fraction contains the amine, which contains the carboxylic acid, and which contains the phenol? A mixture of three compounds RNH, Amine Carboxylic acid Phenol RCOOH AFOH Dissolve in diethyl ether Mix with HCI, HLO Ether layer Aqueous layer Add NafICO, H,O Add diechyl echer, NaOH, H,0 Aqueous layer Aqueous layer Ether laver Ether layer Add diethyl ether. HCI, H,0 Evaporate ether Evaporate ether B Aqueonus layer Ether layer Evaporate ether
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps

Blurred answer
Knowledge Booster
Reactive Intermediates
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
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY