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Salicylic acid can be esterified to aspirin with (CH3CO)20 in the presence of CONC.H2So4.While with pyridine is added in reaction the reaction with CH3COCl.Why?

Salicylic acid can be esterified to aspirin with (CH3CO)20 in the presence of CONC.H2So4.While with pyridine is added in reaction the reaction with CH3COCl.Why?

Grade:12

1 Answers

ruchi yadav
askIITians Faculty 27 Points
10 years ago


The most common medical ester is aspirin (ASA; acetyl salicylic acid). Other drugs such as Worm Guard (anti-wormer), Maxicaine (local anesthetic), Malathion (organophosphate), Mebendazole (antihelmenthic), Demerol (narcotic analgesic) and Equinil (sedative) are also esters.
The starting reactants for this experiment are salicylic acid and acetic anhydride (structures are shown above).

Salicylic acid reacts better with acetic anhydride than acetic acid, so acetic acid will provide the acetyl group which will react with the alcoholic -OH group on the salicylic acid.


Thank You
Ruchi
Askiitians Faculty


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