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 Disolve in diethyl ether Mix with HCI, H,0 Ether layer Aqueous layer Add NalICO, H,0 Add diechyl echer, NaOH, Ho Aqueous layer Aqueous layer Ether layer Ether layer Add diethyl ether, HCI, H,O Evaporate ether Evaporate ether B Auueous layer Echer layer Evaporate ether

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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In what way(s) might the results of the separation and purification procedure
outlined  be different if the following conditions exist?

Q. Aqueous NaOH is used in place of aqueous NaHCO3.

 
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
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