Acylation Flashcards
What are the 3 main derivatives of carboxylic acids?
Acid anhydrides - water removed from 2 molecules
Acyl chlorides - react violently, COCl is polar
Amides
What are the reactions of acyl chlorides?
Water - Carboxylic Acid
Alcohol - Ester
Ammonia - Amide
Amines - N substituted amide
Why is ethanoic anhydride better than ethanoyl chloride to make aspirin?
Ethanoyl chloride is more expensive and produces harmful HCl fumes
What is an acyl chloride?
A carboxylic acid derivative where the -OH group is replaced with a -Cl
What types of reactions do acyl chlorides undergo?
Nucleophilic Addition - Elimination:
Hydrolysis
React with alcohols
React with ammonia and primary amides
What is produced when acyl chlorides undergo hydrolysis?
Carboxylic acid and HCl
What is formed when acyl chlorides react with alcohols?
Ester and HCl
What is formed when acyl chlorides react with ammonia and primary amines?
Amides and HCl