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Question
Name an alcohol and a carboxylic acid having two carbon atoms in their structures. Draw their structures and state how this alcohol can be converted into a carboxylic acid. What happens when these two compounds react in the presence of an acid? Write chemical quations for the reactions involved in the two cases mentioned above.
Solution
An alcohol with two carbon atoms is ethanol (C2H5OH).
Structure: \[\begin{array}{cc}
\ce{H}\phantom{...}\ce{H}\phantom{..}\\
|\phantom{....}|\phantom{..}\\
\ce{H - C - C - OH}\\
|\phantom{....}|\phantom{..}\\
\ce{H}\phantom{...}\ce{H}\phantom{..}\\
\end{array}\]
A carboxylic acid with two carbon atoms is Ethanoic acid (CH3COOH).
Structure: \[\begin{array}{cc}
\ce{O}\phantom{......}\\
||\phantom{......}\\
\ce{H - C - C - OH}\\
|\phantom{.......}\\
\ce{H}\phantom{.......}\\
\end{array}\]
Conversion of Ethanol to Ethanoic Acid:
Ethanol is oxidized to ethanoic acid in the presence of an oxidizing agent like alkaline potassium permanganate (KMnO4) or acidified potassium dichromate (K2Cr2O7).
Reaction:
\[\ce{C2H5OH + 2[O] ->[KMnO4/K2Cr2O7] CH3COOH + H2O}\]
Reaction Between Ethanol and Ethanoic Acid:
When ethanol reacts with ethanoic acid in the presence of concentrated sulfuric acid (H2SO4) as a catalyst, it forms ethyl ethanoate (ester) and water. This reaction is called esterification.
Reaction:
\[\ce{CH3COOH + C2H5OH ->[Conc. H2SO4] CH3COOC2H5 + H2O}\]
Therefore, ethanol can be converted into ethanoic acid by oxidation, and ethanol and ethanoic acid react to form an ester (ethyl ethanoate) and water.