Major Reactions of Carboxylic Acids
Carboxylic acids undergo reactions such as esterification, reduction, alpha-halogenation through the HVZ reaction, and decarboxylation under suitable conditions.
In one line: Carboxylic acid reactions answer four questions: ester, alcohol, alpha-halogen, or CO2 loss.
Practice This ConceptUnderstand it
- Carboxylic acid reactions are best understood by recognising which bond or position is changing.
- In esterification, the -OH of the acid is involved in forming an ester with an alcohol under acid catalysis.
- Strong reducing agents such as LiAlH4 convert carboxylic acids to primary alcohols.
- The HVZ reaction halogenates the alpha carbon of carboxylic acids that have alpha hydrogen.
- Decarboxylation removes carbon dioxide from carboxylate salts under suitable heating conditions.
Example
Rule to remember
Esterification: RCOOH + R'OH in acid catalysis → RCOOR' + H2O.
Reduction: RCOOH + LiAlH4 → RCH2OH.
HVZ: RCH2COOH + X2/red P → RCHXCOOH.
Decarboxylation: carboxylate salt under suitable conditions → hydrocarbon with one less carbon.
See it worked out
Follow the example line by line, then use the same method on new questions.
Worked example
- 1Convert propanoic acid to 2-bromopropanoic acid.
- 2Propanoic acid has alpha hydrogen, so treat it with bromine in the presence of red phosphorus under HVZ conditions to replace an alpha hydrogen by bromine.
Method you can reuse
Visual tip
A reaction summary map is useful to connect -COOH with ester, alcohol, alpha-halo acid, and decarboxylation product.
Check yourself
Answer the question in your head before opening the answer.
Try it yourself
What product is formed when CH3COOH is reduced with LiAlH4?
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Common wrong answer
Writing aldehyde as the final product of LiAlH4 reduction of a carboxylic acid; the usual product is a primary alcohol.
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Exam tip
Write it in the exam
Each point is worth about one mark. Write point 1 for a 1-mark question and keep adding points as the marks go up.
How CBSE asks it
- 1
Enough for 1 mark
Carboxylic acids undergo reactions such as esterification, reduction, alpha-halogenation through the HVZ reaction, and decarboxylation under suitable conditions.
- 2
Add for 2 marks
Example: Ethanoic acid reacts with ethanol in the presence of concentrated acid to form ethyl ethanoate. Ethanoic acid on reduction with LiAlH4 gives ethanol.
- 3
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Carboxylic acid reactions are best understood by recognising which bond or position is changing.
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