4. You are given a mixture of sodium benzoate and cyclohexylammonium chloride (structures below) that are dissolved in water at pH 7.0. You enter the lab and quickly find a separatory funnel, an organic solvent, sodium hydroxide, concentrated hydrochloric acid, and water. Devise a way to separate these two molecules using a simple organic extraction method. Clearly indicate which molecule is in the organic layer and which molecule is in the aqueous layer. Justify your method by describing what is happening at the molecular level.

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter18: Carboxylic Acids
Section: Chapter Questions
Problem 18.17P: 18-17 Hexanoic (caproic) acid has a solubility in water of about 1 g/100 mL water. Which part of the...
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4. You are given a mixture of sodium benzoate and cyclohexylammonium chloride (structures
below) that are dissolved in water at pH 7.0. You enter the lab and quickly find a separatory
funnel, an organic solvent, sodium hydroxide, concentrated hydrochloric acid, and water. Devise
a way to separate these two molecules using a simple organic extraction method. Clearly
indicate which molecule is in the organic layer and which molecule is in the aqueous layer.
Justify your method by describing what is happening at the molecular level.
NH3*
Cl-
Na+
pka = 4.2
pka = 11.2
%3D
Transcribed Image Text:4. You are given a mixture of sodium benzoate and cyclohexylammonium chloride (structures below) that are dissolved in water at pH 7.0. You enter the lab and quickly find a separatory funnel, an organic solvent, sodium hydroxide, concentrated hydrochloric acid, and water. Devise a way to separate these two molecules using a simple organic extraction method. Clearly indicate which molecule is in the organic layer and which molecule is in the aqueous layer. Justify your method by describing what is happening at the molecular level. NH3* Cl- Na+ pka = 4.2 pka = 11.2 %3D
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