6.1.7: Acid Anhydrides Flashcards
Acid anhydride
Made from two identical carboxylic acid molecules which are joined together by an oxygen with the carbonyl groups on each side and water is released
Acid anhydride naming
- oic anhydride
Acid anhydride vs acyl chlorides
compounds that react in a similar way
Reactions of acid anhydrides compared to acyl chlorides
less vigorous and a carboxylic acid is produced instead of HCl
Acid anhydride reactions with water
produce a carboxylic acid (often 2 of the same one)
Acid anhydride reactions with alcohols
produce a carboxylic acid and an ester
Acid anhydride reactions with ammonia
produce a carboxylic acid and an amide
Acid anhydride reactions with primary amines
produce a carboxylic acid and an N-substituted amide
Aspirin
An ester made from salicylic acid and
ethanoic anhydride or ethanoyl chloride
Is ethanoic anhydride or ethanoyl chloride used to make aspirin in industry?
why?
ethanoic anhydride
cheaper
safer as its less corrosive, doesn’t produce HCl and reacts more slowly with water