Given the procedure below to synthesize aspirin, where 30% yield was obtained, what are possible reasons for the lower yield and would this be an effective method to sythesize aspirin on a large scale? Weigh about 2 g of salicylic acid. Record the mass to the nearest milligram. Transfer the solid to a large test tube. Label the test tube. • Carefully add about 4 mL of acetic anhydride to the test tube containing salicylic acid using a 10 mL graduated cylinder. Gently mix the contents, avoiding any spilling of the liquid. Most of the solid will not dissolve at room temperature. • Carefully add about 5 drops of concentrated sulfuric acid to the mixture. Gently swirl to mix the sulfuric acid. • Place your labeled test tube in the hot water bath. After about 1 minute, swirl the contents of the large test tube to dissolve any salicylic acid that was not dissolved initially. Leave the test tube in the hot water bath for about 15 – 20 min. • While the sample is being heated, fill one-fourth of a 250 mL beaker with ice. • After the reaction is complete, remove the test tube from the hot water bath carefully using a test tube holder/tongs. Add the contents of the test tube slowly into a water/ice mixture taken in the 250 mL beaker while stirring continuously. Swirl the mixture to decompose all the acetic anhydride. Rinse the test tube with deionized water several times using a wash bottle, adding the rinse water to the water/ice beaker after swirling the water to transfer all the material to the beaker. • Let the sample cool to room temperature. A white precipitate will form. Dry it through a filter apparatus, and weigh the crude product.
Given the procedure below to synthesize aspirin, where 30% yield was obtained, what are possible reasons for the lower yield and would this be an effective method to sythesize aspirin on a large scale?
Weigh about 2 g of salicylic acid. Record the mass to the nearest milligram. Transfer the solid
to a large test tube. Label the test tube.
• Carefully add about 4 mL of acetic anhydride to the test tube containing salicylic acid using a
10 mL graduated cylinder. Gently mix the contents, avoiding any spilling of the liquid. Most of
the solid will not dissolve at room temperature.
• Carefully add about 5 drops of concentrated sulfuric acid to the mixture. Gently swirl to mix
the sulfuric acid.
• Place your labeled test tube in the hot water bath. After about 1 minute, swirl the contents of the large test tube to dissolve any salicylic acid that was not dissolved initially. Leave the test tube in the hot water bath for about 15 – 20 min.
• While the sample is being heated, fill one-fourth of a 250 mL beaker with ice.
• After the reaction is complete, remove the test tube from the hot water bath carefully using a
test tube holder/tongs. Add the contents of the test tube slowly into a water/ice mixture taken
in the 250 mL beaker while stirring continuously. Swirl the mixture to decompose all the acetic
anhydride. Rinse the test tube with deionized water several times using a wash bottle, adding
the rinse water to the water/ice beaker after swirling the water to transfer all the material to
the beaker.
• Let the sample cool to room temperature. A white precipitate will form. Dry it through a filter apparatus, and weigh the crude product.
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