How are acyl chlorides named?

Acyl chlorides are named by removing the -oic acid suffix from the parent carboxylic acid and replacing it with the suffix -oyl chloride.


For example, the acyl chloride of ethanoic acid is ethanoyl chloride.

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What is a carboxylic acid derivative?

A carboxylic acid derivative is a compound that can be hydrolysed to form the parent carboxylic acid.


Examples of carboxylic acid derivatives include esters, acyl chlorides, acid anhydrides, and amides.

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What are the structures of acyl chlorides, acid anhydrides and amides?

Acyl chlorides are also called acid chlorides.

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Give 4 advantages of using ethanoic anhydride over ethanoyl chloride in the manufacture of aspirin?

The advantages of ethanoic acid are:

  1. It is cheaper.
  2. It is less corrosive.
  3. It reacts more slowly with water.
  4. It is safer to use because the by-product of its reaction is ethanoic acid rather than corrosive hydrogen chloride.

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Name and outline the mechanism for the reaction above.

This mechanism is addition-elimination.

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What are the products of the reaction between acyl chlorides and alcohols?

Acyl chlorides react with alcohols to form esters and hydrogen chloride as a by-product.


For example, the reaction between ethanoyl chloride and ethanol produces ethyl ethanoate and HCl:

CH3COCl + C2H5OH ➔ CH3COOC2H5 + HCl

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What are the products of the reaction between acid anhydrides and alcohols?

Acid anhydrides react with alcohols to form esters and carboxylic acids.


For example, the reaction between ethanoic anhydride and ethanol produces ethyl ethanoate and ethanoic acid:

(CH3CO)2O + C2H5OH ➔ CH3COOC2H5 + CH3COOH

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Describe the reaction of acyl chlorides with water.

Acyl chlorides undergo hydrolysis with water to form carboxylic acids. This is a vigorous reaction that produces steamy hydrogen chloride fumes.


For example, the reaction between ethanoyl chloride and water produces ethanoic acid and HCl:

CH3COCl + H2O ➔ CH3COOH + HCl

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What are the products of the reaction between acyl chlorides and ammonia?

Acyl chlorides react with ammonia to form primary amides and ammonium chloride as a by-product.


For example, the reaction between ethanoyl chloride and ammonia produces ethanamide and NH4Cl:

CH3COCl + 2NH3 ➔ CH3CONH2 + NH4Cl.

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What are the products of the reaction between acyl chlorides and primary amines?

Acyl chlorides react with primary amines to form secondary amides and an ammonium salt as a by-product.


For example, the reaction between ethanoyl chloride and methylamine produces N-methylethanamide and CH3NH3Cl:

CH3COCl + 2CH3NH2 ➔ CH3CONHCH3 + CH3NH3Cl.

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