of a compound with an alcohol group. Alcohols can act as acids or bases in on of ethanol with NaOH to see the acid/base properties. ol and sodium hydroxide. Be sure to show all lone pairs and formal charges. anol sodium hydroxide

Chemistry: An Atoms First Approach
2nd Edition
ISBN:9781305079243
Author:Steven S. Zumdahl, Susan A. Zumdahl
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Chapter21: Organic And Biological Molecules
Section: Chapter Questions
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Ethanol (CH3CH2OH) is an example of a compound with an alcohol group. Alcohols can act as acids or bases in
solution. We can consider a reaction of ethanol with NaOH to see the acid/base properties.
a. Draw Lewis structures of ethanol and sodium hydroxide. Be sure to show all lone pairs and formal charges.
ethanol
sodium hydroxide
b. Draw out a full equilibrium acid/base reaction between ethanol and sodium hydroxide, showing the
correct arrows for electron movement.
Use the pka table at the right to answer the following questions.
C. What would you expect the equilibrium composition of this reaction to
be?
d. If a chemist wanted to push the reaction to create a high yield of product,
what would be a good base to use?
Short pKa table
Functional group
Alkane
Amine
Alkyne
Water
Protonated
amines.
Carboxylic
acids
Hydrochloric
acid
Example
CH₁
:NH₂
R=H
HO-H
NHA CI
H₂C OH
HCI
Weaker
acid
pKa
~50
-35
25
16
10
5
-8
Transcribed Image Text:Ethanol (CH3CH2OH) is an example of a compound with an alcohol group. Alcohols can act as acids or bases in solution. We can consider a reaction of ethanol with NaOH to see the acid/base properties. a. Draw Lewis structures of ethanol and sodium hydroxide. Be sure to show all lone pairs and formal charges. ethanol sodium hydroxide b. Draw out a full equilibrium acid/base reaction between ethanol and sodium hydroxide, showing the correct arrows for electron movement. Use the pka table at the right to answer the following questions. C. What would you expect the equilibrium composition of this reaction to be? d. If a chemist wanted to push the reaction to create a high yield of product, what would be a good base to use? Short pKa table Functional group Alkane Amine Alkyne Water Protonated amines. Carboxylic acids Hydrochloric acid Example CH₁ :NH₂ R=H HO-H NHA CI H₂C OH HCI Weaker acid pKa ~50 -35 25 16 10 5 -8
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