Solid aspirin (C_3H_80_4) is produced by the reaction of solid salicylic acid (C

Question

Solid aspirin (C_3H_80_4) is produced by the reaction of solid salicylic acid (C,H6Oj) and liquid acetic anhydride (C_2H_2O_2). Liquid water is the other product. Write the rear non for forming solid aspirin. How many grams of salicylic acid must be used to completely react 10.0 g of liquid acetic anhydride ? How many grams of aspirin will be formed by the reaction in part b? What amount (m grams) of aspirin can be made if 10.0 g of salicylic acid and 10.0 g of acetic anhydride are used? What is the limiting reagent in Part d? What amount of the non-limiting reactant is still present after the reaction in Part d? What is the percent yield if 11.7 g of aspirin are actually isolated?

Explanation / Answer

Solution :-

a). Balanced reaction equation is as follows for the synthesis of aspirin.

C7H6O3(s) + C4H6O3(l) -------- > C9H8O4(s) + CH3COOH(aq)

b) using the mole ratio of the acetic anhydride and salicylic acid we can find the mass of salicylic acid needed to react with 10 g acetic anhydride

(10 g C4H6O3 * 1 mol / 102.09 g)*(1 mol salicylic acid / 1mol anhydride ) *(138.121 g/ 1 mol ) = 13.53 g

So the mass of salicylic acid needed is 13.53 g

c) using the mole ratio of the acetic anhydride and aspirin we can find the mass of aspirin as follows.

(10 g C4H6O3 * 1 mol / 102.09 g)*(1 mol aspirin / 1mol anhydride ) *(180.157 g/ 1 mol ) = 17.65 g

so the mass of the aspirine that can be formed is 17.65 g

d)

if we use 10 g of each salicylic acid and 10 g acetic anhydride then mass of the aspirin that can be produced is 17.65 g

i). because the limiting reagent in the part d is salicylic acid.

ii) 10 g salicylic acid * 102.09 g anhydride / 138.121 g salicylic acid = 7.39 anhydride

so the amount of anhydrided reacted = 7.39 g

remaining amount of the anhydride = 10 g – 7.39 g = 2.61 g

so 2.61 g acetic anhydride will remain.

iii) % yield =( actual yiled /theoretical yield )*100 %

                    =(11.7 g / 17.65 g)*100%

                    = 66.29 %

So the percent yield is 66.29 %

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