1. Calculate the theoretical yield of aspirin obtained when 2.0 g of salicylic a

Question

1. Calculate the theoretical yield of aspirin obtained when 2.0 g of salicylic acid and 5.0 mL of acetic anhydride (density = 1.08 g/mL) 2. if 1.9 g f asprin were obtained in this experiment, what would be the percent yield?

Explanation / Answer

molar mass salicylic acid = 138.12 g/mol molar mass acetic anhydride = 102.09 g/mol molar mass aspirin = 180.157 g/mol Reaction: C6H4(OH)COOH + C4H6O3 --> C6H4(CH3CO2)COOH moles C6H4(OH)COOH = 2.0 g(1 mole)/(138.12 g) = 0.0145 mole salicylic acid(SA) moles C4H6O3 = 5.0 mL(1.08 g/mL)(1 mole)/(102.09 g) = 0.0529 mole acetic anhydride(AA) This shows that the limiting reagent is SA. Theoretical yield of aspirin = 0.0145 mole SA(1 mole Asp)/(1 mole SA)(180.157 g)/(1 mol) Theoretical yield of aspirin = 2.61 g aspirin %yield = [(actual yield in grams)/(theoretical yield)]*100% = [(1.9 g)/(2.61 g)]*100% = 72.7% Hope this is helpful.

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