Salicylic acid is treated with acetic anhydride in the presence of conc. h2so4

Hydrolysis of Aspirin. Aspirin, also known as acetylsalicylic acid, has an ester functional group. Just like esters, aspirin can undergo hydrolysis under acidic conditions or basic conditions. Now that you are familiar with the mechanism of the hydrolysis of aspirin the following activities are designed to deepen your understanding of the mechanism and apply the knowledge to the hydrolysis of other esters. Structures of esters. Which of the following compounds are esters? Structure of Aspirin. The structure of Aspirin is given below. Which of the atoms labeled 1-4 is an electrophile? Base catalyzed hydrolysis of Aspirin. Consider the first step in the base catalyzed hydrolysis of aspirin shown below; Which of the following is the structure of the intermediate formed in this step? Acid Catalyzed hydrolysis of Aspirin Consider the first step in the acid catalyzed hydrolysis of aspirin shown below; Which of the following is the structure of the intermediate formed in this step? The structures of the products of the acid catalyzed hydrolysis of Aspirin are given in the reaction below. Draw the structures of the products of the acid catalyzed hydrolysis of each of the following esters. Answer Key: Structures of esters. Structure of Aspirin. The carbon atom labeled 2 is an electrophile. Base catalyzed hydrolysis of Aspirin. The structure of the intermediate formed in this step is given below. Acid Catalyzed hydrolysis of Aspirin The structure of the intermediate formed in this s...

This problem has been solved! You'll get a detailed solution from a subject matter expert that helps you learn core concepts. See Answer See Answer See Answer done loading Question:Show the mechanism of the reaction between salicylic acid and acetic anhydride in the presence of acid catalyst which results in the ester acetylsalicylic acid (aspirin).

Then you calculate the theoretical yield of product from the amount of the limiting reactant. EXAMPLE Aspirin is prepared by the reaction between acetic anhydride and salicylic acid. #"acetic anhydride + salicylic acid → aspirin + acetic acid"# #"C"_4"H"_6"O"_3 + "C"_7"H"_7"O"_3 → "C"_9"H"_8"O"_4 + "C"_2"H"_4"O"_2# #color(white)(mm)"A"color(white)(ml) +color(white)(m) "B"color(white)(mm) →color(white)(mll) "C"color(white)(mll) +color(white)(ml) "D"# What is the theoretical yield of aspirin ( #"C"#) if you reacted 4.32 g of acetic anhydride ( #"A"#) with 2.00 g of salicylic acid ( #"B"#)? Solution The molar masses are Acetic anhydride = #"A" = "C"_4"H"_6"O"_3 = "102.1 g/mol"# Salicylic acid = #"B" = "C"_7"H"_6"O"_3 = "138.1 g/mol"# Aspirin = #"C" = "C"_9"H"_8"O"_4 = "180.2 g/mol"# Identify the limiting reactant We calculate the moles of each reactant and then use the molar ratios from the balanced equation to calculate the moles of aspirin. #"Moles of aspirin from A" = 4.32 cancel("g A") × (1 cancel("mol A"))/(102.1 cancel("g A")) × "1 mol C"/(1cancel("mol A")) = "0.0423 mol C"# #"Moles of aspirin from B" = 2.00 cancel("g B") × (1 cancel("mol B"))/(138.1 cancel("g B")) × "1 mol C"/(1 cancel("mol B")) = "0.0145 mol C"# #"B"# gives the smaller amount of aspirin, so #"B"# is the limiting reactant. Calculate the theoretical yield #0.0145 cancel("mol C") × "180.2 g C"/(1 cancel("mol C")) = "2.61 g C"#

Helmenstine, Todd. "Theoretical Yield Worked Problem." ThoughtCo, Aug. 25, 2020, thoughtco.com/theoretical-yield-worked-problem-609533. Helmenstine, Todd. (2020, August 25). Theoretical Yield Worked Problem. Retrieved from https://www.thoughtco.com/theoretical-yield-worked-problem-609533 Helmenstine, Todd. "Theoretical Yield Worked Problem." ThoughtCo. https://www.thoughtco.com/theoretical-yield-worked-problem-609533 (accessed June 15, 2023).