Homework Answers
Answer : (1) : It is better to perform acetylation with acetic anhydride because acetic anhydride is more reactive than acetic acid and also leaving group tendency of acetate from acetic anhydride is much faster than OH- from acetic acid . So, reaction kinetics will be high in acetylation with acetic anhydride .
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H3PO4 OH + OH OH salicylic acid acetic anhydride acetic acid acetylsalicylic acid (aspirin) 1. Why...
Aspirin was prepared from salicylic acid by ...... O esterification of the acetic anhydride O esterification...
Aspirin was prepared from salicylic acid by ...... O esterification of the acetic anhydride O esterification of the concentrated sulfuric acid O acetylation of concentrated sulfuric acid O esterification of the carboxylic group O acetylation of the phenolic group
3. 0.69g of salicylic acid was reacted with 0.6g acetic anhydride in the presence of concentrated phosphoric acid...
3. 0.69g of salicylic acid was reacted with 0.6g acetic anhydride in the presence of concentrated phosphoric acid to yield 0.80g of acetyl salicylic acid (see below). Determine the limiting reagent and percent yield. C-CH OH COOH CH, COOH CHC Salicylic acid MW 138.12. mp 159C Acetic anhydride Acetylsalicylic acid M W 102.09. bp 140CMW 180.15. mp 128-1370 4. How do you account for the smell of vinegar when an old bottle of aspirin opened?
In the mechanism for formation of acetylsalicylic acid via reaction of salicylic acid with acetic anhydride,...
In the mechanism for formation of acetylsalicylic acid via reaction of salicylic acid with acetic anhydride, phosphoric acid acts as a catalyst by O cleaving an acetyl group from acetic anhydride via protonation of the bridging oxygen O neutralizing the hydroxide ion side product protonating the carbonyl oxygen in the acetic anhydride protonating the phenolic oxygen of salicylic acid Question 10 (3 points) What would be the predicted major product from the thermodynamically controlled dehydration of the following material OH
10) A student prepares aspirin (acetylsalicylic acid, C,H,0.) by reacting salicylic acid (C,H,O,) with acetic anhydride...
10) A student prepares aspirin (acetylsalicylic acid, C,H,0.) by reacting salicylic acid (C,H,O,) with acetic anhydride (C.H.O.). The balanced equation for the reaction is: 2 C,H,O, + C,H,O, + 2 C,H,O, + H,O The lab calls for 3.00 g of salicylic acid to be mixed with 6.40 g of acetic anhydride. What is the limiting reagent and what is the maximum amount of aspirin which can be prepared if the yield for the reaction is 91%?
Show all steps for the synthesis of aspirin (acetylsalicylic acid) Hint: Esterification
Show all steps for the synthesis of aspirin (acetylsalicylic acid) Hint: Esterification он он acetic anhydride acetic acid salicylic acid C2H402) acetylsalicylic acid (C H3O) он он acetic anhydride acetic acid salicylic acid C2H402) acetylsalicylic acid (C H3O)
1. Mass of salicylic acid (g) 2.0089 5.10ml & 2. Volume of acetic anhydride (mL) Limiting...
1. Mass of salicylic acid (g) 2.0089 5.10ml & 2. Volume of acetic anhydride (mL) Limiting reactant is (circle one): Salicylic Acid or Acetic Anhydride Calculation for Limiting Reactant: 3. Theoretical yield of aspirin (9) Calculation for Theoretical Yield of aspirin: 4. Mass of filter paper 0.3369 N 5. Mass of filter paper + aspirin 2.471g 6. Experimental Yield of aspirin (g) 7. Percent Yield Synthesis of Aspirin An early oral pain reliever, salicylic acid, was determined to cause stomach...
Organic chemistry -Carboxylic acid homework Question: In the general chemistry lab, students synthesize aspirin from salicylic...
Organic chemistry -Carboxylic acid homework
Question: In the general chemistry lab, students synthesize
aspirin from salicylic acid and acetic anhydride. In the lab,
students use sulfuric acid as a catalyst, but I want to consider an
alternate method for synthesizing aspirin using sodium acetate as a
catalyst:
a. Draw the structure of sodium acetate. Is sodium acetate a
stronger or weaker base than sodium hydroxide (NaOH). Explain. (1.5
pts)
b. Consider the structure of salicylic acid. It contains two
potentially...
In this lab you are synthesizing acetylsalicylic acid (ASA) from salicylic acid using acetic anhydride, with...
In this lab you are synthesizing acetylsalicylic acid (ASA) from salicylic acid using acetic anhydride, with phosphoric acid as a catalyst. If the amount of salicylic acid at the start of the reaction was 1.05 g, what is the theoretical yield of ASA in g? Assume acetic anhydride is in excess.
Experiment 2: Synthesis of Aspirin (Acetylsalicylic Acid ) 1. How many moles of salicylic acid are...
Experiment 2: Synthesis of Aspirin (Acetylsalicylic Acid ) 1. How many moles of salicylic acid are there in 1.0 grams of salicylic acid? 2. How many moles of acetic anhydride are there in 3 mL of acetic anhydride? 3. When 1.0g of salicylic acid and 3 mL of acetic anhydride react, DETERMINE which one is the limiting reactant (you can go to General Chemistry if you need help about limiting reagent)? 4. What is phosphoric acid used for in the...
The reaction of salicylic acid, C7H6O3, with acetic anhydride, C4H6O3, forms the compound known as aspirin...
The reaction of salicylic acid, C7H6O3, with acetic anhydride, C4H6O3, forms the compound known as aspirin (acetylsalicylic acid), C9H8O4, and acetic acid (CH3COOH). A. Write the balanced equation for this reaction. B. Determine the limiting reagent for the production of aspirin if 3.25 g of each reagent is used. C. Calculate the theoretical yield in g of aspirin. D. What mass of the reagent that was NOT limiting remains at the end of the reaction? Please respond in a clear,...
Aspirin was prepared from salicylic acid by ...... O esterification of the acetic anhydride O esterification of the concentrated sulfuric acid O acetylation of concentrated sulfuric acid O esterification of the carboxylic group O acetylation of the phenolic group
3. 0.69g of salicylic acid was reacted with 0.6g acetic anhydride in the presence of concentrated phosphoric acid to yield 0.80g of acetyl salicylic acid (see below). Determine the limiting reagent and percent yield. C-CH OH COOH CH, COOH CHC Salicylic acid MW 138.12. mp 159C Acetic anhydride Acetylsalicylic acid M W 102.09. bp 140CMW 180.15. mp 128-1370 4. How do you account for the smell of vinegar when an old bottle of aspirin opened?
In the mechanism for formation of acetylsalicylic acid via reaction of salicylic acid with acetic anhydride, phosphoric acid acts as a catalyst by O cleaving an acetyl group from acetic anhydride via protonation of the bridging oxygen O neutralizing the hydroxide ion side product protonating the carbonyl oxygen in the acetic anhydride protonating the phenolic oxygen of salicylic acid Question 10 (3 points) What would be the predicted major product from the thermodynamically controlled dehydration of the following material OH
10) A student prepares aspirin (acetylsalicylic acid, C,H,0.) by reacting salicylic acid (C,H,O,) with acetic anhydride (C.H.O.). The balanced equation for the reaction is: 2 C,H,O, + C,H,O, + 2 C,H,O, + H,O The lab calls for 3.00 g of salicylic acid to be mixed with 6.40 g of acetic anhydride. What is the limiting reagent and what is the maximum amount of aspirin which can be prepared if the yield for the reaction is 91%?
1. Mass of salicylic acid (g) 2.0089 5.10ml & 2. Volume of acetic anhydride (mL) Limiting reactant is (circle one): Salicylic Acid or Acetic Anhydride Calculation for Limiting Reactant: 3. Theoretical yield of aspirin (9) Calculation for Theoretical Yield of aspirin: 4. Mass of filter paper 0.3369 N 5. Mass of filter paper + aspirin 2.471g 6. Experimental Yield of aspirin (g) 7. Percent Yield Synthesis of Aspirin An early oral pain reliever, salicylic acid, was determined to cause stomach...
Organic chemistry -Carboxylic acid homework
Question: In the general chemistry lab, students synthesize
aspirin from salicylic acid and acetic anhydride. In the lab,
students use sulfuric acid as a catalyst, but I want to consider an
alternate method for synthesizing aspirin using sodium acetate as a
catalyst:
a. Draw the structure of sodium acetate. Is sodium acetate a
stronger or weaker base than sodium hydroxide (NaOH). Explain. (1.5
pts)
b. Consider the structure of salicylic acid. It contains two
potentially...
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