Explain the differences in the stretches of the C=O in salicylic acid and in acetylsalicylic acid....
Explain the differences in the stretches of the C=O in salicylic acid and in acetylsalicylic acid.
I found stretches of about 1650 for salicylic acid and 1680 for acetylsalicylic acid. Is it correct for the carboxylic acid C=O stretch to be greater for acetylsalicylic acid? If so, what would cause this? Conjugation/Resonance possibly?
Homework Answers
In salicylic acid there is a intramolecular hydrogen bond between OH group and COOH group which decreases the stretching frequency while in acetylsalicylic acid (aspirin) there is no hydrogen bond since He atom of OH group is replaced by acetyl group, hence it shows peak with little bit more frequency.
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Explain the differences in the stretches of the C=O in salicylic
acid and in acetylsalicylic acid....
14.0 g of acetylsalicylic acid were obtained from 23.9 g of salicylic acid. Determine the percentage...
14.0 g of acetylsalicylic acid were obtained from 23.9 g of salicylic acid. Determine the percentage yield of acetylsalicylic acid. What I did: 23.9 g ÷ 138 g = 0.1732 mol Known Information: Reactant mass: 23.9 g Product mass: 14.0 g Reactant moles: 0.1732 moles *Please help: How would I solve for the Theoretical maximum moles of acetylsalicylic acid? acetylsalicylic acid C₉H₈O₄ (12•9) + (1•8) + (4•16) = 180 g/mol Would it be 14.0 g ÷ 180 g? Please explain.
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%?
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
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...
1.0.980 g of acetylsalicylic acid was obtained from 1.00 g of salicylic acid by reaction with...
1.0.980 g of acetylsalicylic acid was obtained from 1.00 g of salicylic acid by reaction with excess acetic anhydride. Calculate the percent yield of acetylsalicylic acid. 2. Two esters with the empirical formula C3H602 may be prepared. Write structural formulas for these esters and name them 3. How would you prepare the two esters in question 2? Draw a reaction for each. 1. Explain why you would or would not expect to observe a color change if FeClj were to...
Identify the sp2 and sp3 C-H stretches, OH stretch on the carboxylic acid and C=O strech....
Identify the sp2 and sp3 C-H stretches, OH stretch on the
carboxylic acid and C=O strech.
BRUKER 80 30 3500 1500 3000 2500 2000 1000 500 Wavenumber cm-1 Transmittance [%) 09 06 3369.06 3075.49 2975.72 2824.91 2662.00 2540.37 1673.75 1651.08 B0 OLSL S0 CcPL LZ bZLL B8 060L b9'SE6 68 948 636.11
19. The over the counter analgesic aspirin is prepared from salicylic acid by a one step...
19. The over the counter analgesic aspirin is prepared from salicylic acid by a one step process as shown below. Would pure aspirin give a positive FeCl3 test? Justify your answer. OH OH -OH Salicylic acid Acetic anhydride Aspirin (acetylsalicylic acid) acetic acid 20. Caproic acid (molecular formula C.H20) is only slightly soluble in water but is readily soluble (with stirring or shaking) in both 0.6 M NaHCO, and 2.5 M NaOH. Conversely, formic acid is readily soluble in both...
1) Which reactant, salicylic acid or acetic anhydride, is in excess? Show your work. 2) If you we...
1) Which reactant, salicylic acid or acetic anhydride, is in
excess? Show your work.
2) If you were to use 3.17 g of starting material, how much
product would you expect? Again, show your work.
3) Why is phosphoric acid added to the reaction?
4) A small amount of water is added at the end of the reaction
to react with the excess acetic anhydride. Show a balanced equation
for that reaction.
5) Explain the purpose of the FeCl3 test...
4. Aspirin (C,H,O,) is produced via reaction of salicylic acid (CyH603) with acetic anhydride (C H603),...
4. Aspirin (C,H,O,) is produced via reaction of salicylic acid (CyH603) with acetic anhydride (C H603), according to the following chemical equation: CyH603() + C4H603(1)→ CH904() + HC2H302(aq) If you wanted to prepare 500.6 g of aspirin, how many grams of salicylic acid would you need to react?
Out of the four acids: A.) o-toluic acid B.) benzoic acid C.) salicylic acid D.) p-hydroxybenzoic...
Out of the four acids: A.) o-toluic acid B.) benzoic acid C.) salicylic acid D.) p-hydroxybenzoic acids Which one(s) would you expect to be more readily soluble in ether? Which one(s) would you expect to be less readily soluble in ether? Justify your answer.
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%?
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
1.0.980 g of acetylsalicylic acid was obtained from 1.00 g of salicylic acid by reaction with excess acetic anhydride. Calculate the percent yield of acetylsalicylic acid. 2. Two esters with the empirical formula C3H602 may be prepared. Write structural formulas for these esters and name them 3. How would you prepare the two esters in question 2? Draw a reaction for each. 1. Explain why you would or would not expect to observe a color change if FeClj were to...
Identify the sp2 and sp3 C-H stretches, OH stretch on the
carboxylic acid and C=O strech.
BRUKER 80 30 3500 1500 3000 2500 2000 1000 500 Wavenumber cm-1 Transmittance [%) 09 06 3369.06 3075.49 2975.72 2824.91 2662.00 2540.37 1673.75 1651.08 B0 OLSL S0 CcPL LZ bZLL B8 060L b9'SE6 68 948 636.11
19. The over the counter analgesic aspirin is prepared from salicylic acid by a one step process as shown below. Would pure aspirin give a positive FeCl3 test? Justify your answer. OH OH -OH Salicylic acid Acetic anhydride Aspirin (acetylsalicylic acid) acetic acid 20. Caproic acid (molecular formula C.H20) is only slightly soluble in water but is readily soluble (with stirring or shaking) in both 0.6 M NaHCO, and 2.5 M NaOH. Conversely, formic acid is readily soluble in both...
1) Which reactant, salicylic acid or acetic anhydride, is in
excess? Show your work.
2) If you were to use 3.17 g of starting material, how much
product would you expect? Again, show your work.
3) Why is phosphoric acid added to the reaction?
4) A small amount of water is added at the end of the reaction
to react with the excess acetic anhydride. Show a balanced equation
for that reaction.
5) Explain the purpose of the FeCl3 test...
4. Aspirin (C,H,O,) is produced via reaction of salicylic acid (CyH603) with acetic anhydride (C H603), according to the following chemical equation: CyH603() + C4H603(1)→ CH904() + HC2H302(aq) If you wanted to prepare 500.6 g of aspirin, how many grams of salicylic acid would you need to react?
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