Consider the oxidation reaction shown below. A TLC of the starting material (phenylacetaldehyde) is shown to the left using 50% Ethyl acetate/50% hexanes as the solvent system. Answer the following questions about this reaction: 50/50 EtOAc/hexanes Oxidation OH phenylacetaldehyde phenethyl carboxylic acid a) Draw a TLC plate of the reaction using 50% EtOAc/50% hexanes as your solvent system assuming approximately 50% conversion of phenylacetaldehyde to phenethyl carboxylic acid (lane 1 = starting material, lane 2 = reaction mixture) 12 50/50 EtOAc/hexanes b) Draw a TLC of the reaction using 50% EtOAc/50% hexanes as your solvent system assuming 90% conversion of phenylacetaldehyde to phenethyl carboxylic acid (lane 1 = starting material, lane 2 = reaction mixture) 1 2 50/50 EtOAc/hexanes c) Draw a TLC of the reaction mixture using 80/20 Ethyl acetate/hexanes as your solvent system assuming 90% conversion of phenylacetaldehyde to phenethyl carboxylic acid (lane 1 = starting material, lane 2 = reaction mixture) 1 2 80/20 EtOAc/hexanes d) The reaction was conducted in Ethyl acetate (reaction solvent). No matter how hard you tried, the reaction did not progress more than 90% to completion. Write a procedure how you would purify the reaction and isolate the pure solid phenethyl carboxylic acid using acid/base extraction
Consider the oxidation reaction shown below. A TLC of the starting material (phenylacetaldehyde) is shown to the left using 50% Ethyl acetate/50% hexanes as the solvent system. Answer the following questions about this reaction: 50/50 EtOAc/hexanes Oxidation OH phenylacetaldehyde phenethyl carboxylic acid a) Draw a TLC plate of the reaction using 50% EtOAc/50% hexanes as your solvent system assuming approximately 50% conversion of phenylacetaldehyde to phenethyl carboxylic acid (lane 1 = starting material, lane 2 = reaction mixture) 12 50/50 EtOAc/hexanes b) Draw a TLC of the reaction using 50% EtOAc/50% hexanes as your solvent system assuming 90% conversion of phenylacetaldehyde to phenethyl carboxylic acid (lane 1 = starting material, lane 2 = reaction mixture) 1 2 50/50 EtOAc/hexanes c) Draw a TLC of the reaction mixture using 80/20 Ethyl acetate/hexanes as your solvent system assuming 90% conversion of phenylacetaldehyde to phenethyl carboxylic acid (lane 1 = starting material, lane 2 = reaction mixture) 1 2 80/20 EtOAc/hexanes d) The reaction was conducted in Ethyl acetate (reaction solvent). No matter how hard you tried, the reaction did not progress more than 90% to completion. Write a procedure how you would purify the reaction and isolate the pure solid phenethyl carboxylic acid using acid/base extraction
Chemistry
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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...
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Transcribed Image Text:Consider the oxidation reaction shown below. A TLC of the starting material (phenylacetaldehyde) is
shown to the left using 50% Ethyl acetate/50% hexanes as the solvent system. Answer the following
questions about this reaction:
50/50 EtOAc/hexanes
Oxidation
OH
phenylacetaldehyde
phenethyl carboxylic acid
a) Draw a TLC plate of the reaction using 50% EtOAc/50% hexanes as your solvent system assuming
approximately 50% conversion of phenylacetaldehyde to phenethyl carboxylic acid (lane 1 =
starting material, lane 2 = reaction mixture)
12
50/50 EtOAc/hexanes
b) Draw a TLC of the reaction using 50% EtOAc/50% hexanes as your solvent system assuming 90%
conversion of phenylacetaldehyde to phenethyl carboxylic acid (lane 1 = starting material, lane 2 =
reaction mixture)
1 2
50/50 EtOAc/hexanes

Transcribed Image Text:c) Draw a TLC of the reaction mixture using 80/20 Ethyl acetate/hexanes as your solvent system
assuming 90% conversion of phenylacetaldehyde to phenethyl carboxylic acid (lane 1 = starting
material, lane 2 = reaction mixture)
1 2
80/20 EtOAc/hexanes
d) The reaction was conducted in Ethyl acetate (reaction solvent). No matter how hard you tried, the
reaction did not progress more than 90% to completion. Write a procedure how you would purify the
reaction and isolate the pure solid phenethyl carboxylic acid using acid/base extraction
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