Question

In the workup of the products of the Cannizzaro reaction, 2.5 mL of concentrated HCl is...

In the workup of the products of the Cannizzaro reaction, 2.5 mL of concentrated HCl is added to the aqueous phase after the initial reaction mixture is extracted. Which of the following acids would work in place of HCl?
• CH3COOH
• NH4Cl
• HNO3
• HC≡N
Explain, justify and support your choice(s). (3 points)

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Answer #1

In Cannizzaro reaction a strong base like KOH is used. So the rection demands an acidic workup to neutralise the base. In this reaction an alcohol and a carboxylic acid is formed. The carboxylic acid is present in the form of sodium carboxylate salt. Out of the given acids HNO3 can be used. Because it is a strong acid and all others are weak acids. With NH4Cl ammonium salt of carboxylic acid may form. If we use HCN the conjugated base CN- mat attack carbonyl carbon.

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