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Question

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?

ruchi yadav · Accepted Answer

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

Inorganic Chemistry> give-a-suitable-reson...

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?

kiran kumar , 12 Years ago

ruchi yadav

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Inorganic Chemistry> give-a-suitable-reson...

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?

kiran kumar , 12 Years ago

ruchi yadav

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