OCR A-Level Chemistry Synthesis and analytical techniques (02), November 2021: Question 6
1 mark · Medium difficulty · Multiple Choice
Identify the two organic products formed when CH3CH2COOCH3 is heated with aqueous sodium hydroxide.
Practise this questionQuestion
Question text
6 CH3CH2COOCH3 is heated with aqueous sodium hydroxide to produce two organic products.
What are the two organic products?
A CH3CH2COOH and CH3OH
B CH3CH2COONa and CH3OH
C CH3CH2COOH and CH3ONa
D CH3CH2COONa and CH3ONa
Your answer
[1]
Mark scheme
Show the mark scheme
6 B 1 AO1.2
How to answer it
Alkaline Hydrolysis of Esters
What this question tests
This question assesses your understanding of the alkaline hydrolysis (base-catalyzed hydrolysis) of esters using aqueous sodium hydroxide. It tests your knowledge of functional group reactions, specifically how esters react under reflux with alkali to yield a carboxylate salt and an alcohol, rather than a carboxylic acid.
Alkaline Hydrolysis Products
✅ Correct Answer: B
CH₃CH₂COONa and CH₃OH
Alkaline hydrolysis using aqueous NaOH produces a carboxylate salt (sodium propanoate) and an alcohol (methanol).
💡 Key Knowledge
- Reagents: Aqueous sodium hydroxide ( NaOH(aq) ) and heat (reflux).
- Acid vs Alkaline: Acid hydrolysis is reversible and produces a carboxylic acid + alcohol. Alkaline hydrolysis goes to completion and produces a carboxylate salt + alcohol because the salt reacts with the alkaline conditions.
🧠 Exam Technique
Split the ester molecule at the ester bond (-COO-):
- The acyl part ( CH₃CH₂CO- ) forms the carboxylate salt with Na⁺ .
- The alkyl part from the alcohol ( -OCH₃ ) gains an H from water/hydroxide processing to form the neutral alcohol ( CH₃OH ).
❌ Common Errors
Students often select option A because they confuse alkaline hydrolysis with acid hydrolysis. Remember that in an alkaline environment containing Na⁺ and OH⁻ ions, any carboxylic acid formed would immediately neutralize to create a carboxylate salt ( R-COO⁻Na⁺ ).
Topics
Module 6: Organic chemistry and analysis · 6.1 Aromatic compounds, carbonyls and acids
Question and mark scheme from the OCR A-Level Chemistry examination, Synthesis and analytical techniques (02), November 2021. QuestionVault is an independent revision resource; questions remain the copyright of the awarding body.