Question detail

Outline the nucleophilic addition-elimination mechanism for the reaction of an acyl chloride with water to form a carboxylic acid.

Try the question, check the answer, then read the explanation to understand the curriculum point.

At a glance

Question

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Topic

Carboxylic acids and derivatives (A-level only)

Question

Outline the nucleophilic addition-elimination mechanism for the reaction of an acyl chloride with water to form a carboxylic acid.

Answer

The nucleophilic addition-elimination mechanism involves the nucleophile (water) attacking the carbonyl carbon of the acyl chloride, forming a tetrahedral intermediate. This intermediate then collapses, expelling the chloride ion and forming the carboxylic acid. This answer is anchored to Carboxylic acids, esters and acyl derivatives (A-level only).

Explanation

The nucleophilic addition-elimination mechanism involves the nucleophile (water) attacking the carbonyl carbon of the acyl chloride, forming a tetrahedral intermediate. This intermediate then collapses, expelling the chloride ion and forming the carboxylic acid. is the best answer because it directly supports the AQA A-Level Chemistry objective to outline nucleophilic addition-elimination mechanisms for acyl derivatives. This reasoning is anchored to Carboxylic acids, esters and acyl derivatives (A-level only) in Carboxylic acids and derivatives (A-level only), and it separates nucleophilic addition-elimination from similar A-Level ideas rather than relying on a vague recall statement. Other options are weaker if they use the wrong evidence, calculation, mechanism, observation, unit, or conclusion for this subtopic.

Common mistake

Misunderstanding Nucleophiles and Electrophiles

Students often confuse nucleophiles with electrophiles, thinking that both are the same in nucleophilic addition-elimination reactions.

Remember that nucleophiles are electron-rich species that donate electrons, while electrophiles are electron-deficient species that accept electrons. Clearly identify the roles of each in the mechanism.

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