1. For the acetylation of ferrocene, ferrocene is mixed with acetic anhydride and 85% phosphoric acid...
1. For the acetylation of ferrocene, ferrocene is mixed with acetic anhydride and 85% phosphoric acid and heated for 20 mins. Why is phosphoric acid used rather than a stronger acid such as sulfuric acid?
2. For the oxidation of ferrocene, NH4[PF6] is added to the reaction mixture of ferrocene, acetone, distilled water, and anhydrous FeCl3. What is the purpose of adding NH4[PF6]?
Homework Answers
1. If we add sulfuric acid,
being a oxidizing agent, oxidation of ferrocene occurs. It form
ferrocinium ion. But phosphoric acid does not have such property so
acylation occurs smoothly.
2. If we add hexafluoride phosphorus salt then it acts as a counter part of cationic ferrocinium ion and precipitated out from solution. PF6 anion is inert one and cationic iron sandwich form is favoured at high temperature, but this is not observed for the BH4 anion counterpart, due to increased coulombic attraction between this smaller counter anion and localized oxonium charge.
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1. For the acetylation of ferrocene, ferrocene is mixed with
acetic anhydride and 85% phosphoric acid...
How could the yield of diacetylated product be increased? (this reaction associated with Acetylation of ferrocene in present with acetic anhydride and phosphoric acid, diacetylaeted is minor product i...
How could the yield of diacetylated product be increased? (this reaction associated with Acetylation of ferrocene in present with acetic anhydride and phosphoric acid, diacetylaeted is minor product in the reaction)
Question 16 What is the purpose of adding phosphoric acid in aspirin synthesis A) enhance the...
Question 16 What is the purpose of adding phosphoric acid in aspirin synthesis A) enhance the nucleophilicity of the OH of salicylic acid B) enhance the electrophilicty of acetic anhydride enhance the nucleophilicity of acetic anhydride D) enhance the electrophilicty of the carbonyl of salicylic acid А 8 С Question 17 Which statement(s) is correct for electrophilic aromatic substitution (EAS)? (multiple answer) ferrocene is more reactive than benzene A. benzene is more reactive than ferrocene B C. ferrocene is more...
1.The acetylation of salicylic acid may form a mixed anhydride as temporary side product. Typically, this...
1.The acetylation of salicylic acid may form a mixed anhydride
as temporary side product. Typically, this compound rearranges to
acetylsalicylic acid (aspirin). Provide a mechanism for this
reaction.
2. Which of the following two compounds do you expect to be a
stronger acid? Explain your answer.
8 Aspirin Lab Spring 2019(1) Word FILE HOME INSERT DESIGN PAGE LAYOUT REFERENCES MAILINGS REVIEW VIEW Sign in 5. The acetylation of salicylic acid may form a mixed anhydride as temporary side produet. Typically,...
PRELAB EXERCISE EXPERIMENT 21 Synthesis of Aspirin (Acetylsalicylic Acid) 1. What is the purpose of sulfuric...
PRELAB EXERCISE EXPERIMENT 21 Synthesis of Aspirin (Acetylsalicylic Acid) What is the purpose of sulfuric acid or phosphoric acid used in the acetylation reaction? Use equations to explain this purpose. The procedure calls for cautious addition of water to the reaction mixture while it is still hot. What purpose does the addition of water serve and why should the addition be done while the reaction mixture is hot? Provide an equation for the reaction involved.Using the quantities of salicylic acid and acetic anhydride...
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...
5.0 ml of 2-methylcyclohexanol was placed in a 50 ml round bottom flask. Phosphoric acid (85%,...
5.0 ml of 2-methylcyclohexanol was placed in a 50 ml round bottom flask. Phosphoric acid (85%, 5 ml) was added cautiously, and the mixture swirled. Boiling stones were added to prevent bumping during heating. The mixture was heated to reflux temperature and refluxed for 15 minutes. The products were collected between 85-90 ˚C, in a small round bottom flask, cooled in ice water. Isolation Procedure The distillate was washed with 2 x 5 ml saturated sodium chloride solution in a...
please help Mustrates treat all types of ilnesses. Background Aspirin is a prodrug of salicylic acid,...
please help
Mustrates treat all types of ilnesses. Background Aspirin is a prodrug of salicylic acid, the actual active drug. A compound related to salicylic acid, salicin, was first isolated from willow bark in the mid 1700's, but willow-bark extract was used by the andient Greeks as a treatment for pain and fever. Salicylic acid (and many related phenols) are very hard on your Ho stomach, but when esterified, as aspirin is, they are much better tolerated. Simple esters are...
Pre-lab Questions: Importance A one-step preparation of aspirin from its precursor, salicylic acid, via an ester...
Pre-lab Questions:
Importance A one-step preparation of aspirin from its precursor, salicylic acid, via an ester formation illustrates one of synthetic organic chemistry's most important uses, making the drugs that treat all types of illnesses. OH HOOH Background Aspirin is a prodrug of salicylic acid, the actual active drug. A compound related to salicylic acid, salicin, was first isolated from willow bark in the mid 1700's, but willow-bark extract was used by the ancient Greeks as a treatment for pain...
Post Lab Questions what is the purpose of glacial acetic acid in this reaction? (5 points)...
Post Lab Questions what is the purpose of glacial acetic acid in this reaction? (5 points) 2. How does KI-starch paper work? What is the source of the dark color 3. What is the purpose of adding saturated aqueous sodium bisult What reaction is taking place? Write out the bar my saturated aqueous sodium bisulfite to the reaction mixture? is taking place? Write out the balanced equation for this reaction. Why do you e kl-starch paper test after adding the...
PREPARATION OF PHARMACEUTICALS - Fischer Esterification Reactions Q: Calculate the expected mass of both methyl salicylate and aspirin assuming 100% yield. EXPERIMENT7 PREPARATION OF PHARMACEUTICALS...
PREPARATION OF PHARMACEUTICALS - Fischer Esterification
Reactions
Q: Calculate the expected mass of both methyl salicylate and
aspirin assuming 100% yield.
EXPERIMENT7 PREPARATION OF PHARMACEUTICALS Fischer Esterification Reactions Almost 2500 years ago, physicians such as Hippocrates recommended that patients chew on the bark of the willow to alleviate pain. The active ingredient in willow bark was found to be salicin, a compound made of a molecule of salicyl alcohol bonded to a p-D-glucose molecule. In the stomach, the bond between...
Question 16 What is the purpose of adding phosphoric acid in aspirin synthesis A) enhance the nucleophilicity of the OH of salicylic acid B) enhance the electrophilicty of acetic anhydride enhance the nucleophilicity of acetic anhydride D) enhance the electrophilicty of the carbonyl of salicylic acid А 8 С Question 17 Which statement(s) is correct for electrophilic aromatic substitution (EAS)? (multiple answer) ferrocene is more reactive than benzene A. benzene is more reactive than ferrocene B C. ferrocene is more...
1.The acetylation of salicylic acid may form a mixed anhydride
as temporary side product. Typically, this compound rearranges to
acetylsalicylic acid (aspirin). Provide a mechanism for this
reaction.
2. Which of the following two compounds do you expect to be a
stronger acid? Explain your answer.
8 Aspirin Lab Spring 2019(1) Word FILE HOME INSERT DESIGN PAGE LAYOUT REFERENCES MAILINGS REVIEW VIEW Sign in 5. The acetylation of salicylic acid may form a mixed anhydride as temporary side produet. Typically,...
PRELAB EXERCISE EXPERIMENT 21 Synthesis of Aspirin (Acetylsalicylic Acid) What is the purpose of sulfuric acid or phosphoric acid used in the acetylation reaction? Use equations to explain this purpose. The procedure calls for cautious addition of water to the reaction mixture while it is still hot. What purpose does the addition of water serve and why should the addition be done while the reaction mixture is hot? Provide an equation for the reaction involved.Using the quantities of salicylic acid and acetic anhydride...
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...
please help
Mustrates treat all types of ilnesses. Background Aspirin is a prodrug of salicylic acid, the actual active drug. A compound related to salicylic acid, salicin, was first isolated from willow bark in the mid 1700's, but willow-bark extract was used by the andient Greeks as a treatment for pain and fever. Salicylic acid (and many related phenols) are very hard on your Ho stomach, but when esterified, as aspirin is, they are much better tolerated. Simple esters are...
Pre-lab Questions:
Importance A one-step preparation of aspirin from its precursor, salicylic acid, via an ester formation illustrates one of synthetic organic chemistry's most important uses, making the drugs that treat all types of illnesses. OH HOOH Background Aspirin is a prodrug of salicylic acid, the actual active drug. A compound related to salicylic acid, salicin, was first isolated from willow bark in the mid 1700's, but willow-bark extract was used by the ancient Greeks as a treatment for pain...
Post Lab Questions what is the purpose of glacial acetic acid in this reaction? (5 points) 2. How does KI-starch paper work? What is the source of the dark color 3. What is the purpose of adding saturated aqueous sodium bisult What reaction is taking place? Write out the bar my saturated aqueous sodium bisulfite to the reaction mixture? is taking place? Write out the balanced equation for this reaction. Why do you e kl-starch paper test after adding the...
PREPARATION OF PHARMACEUTICALS - Fischer Esterification
Reactions
Q: Calculate the expected mass of both methyl salicylate and
aspirin assuming 100% yield.
EXPERIMENT7 PREPARATION OF PHARMACEUTICALS Fischer Esterification Reactions Almost 2500 years ago, physicians such as Hippocrates recommended that patients chew on the bark of the willow to alleviate pain. The active ingredient in willow bark was found to be salicin, a compound made of a molecule of salicyl alcohol bonded to a p-D-glucose molecule. In the stomach, the bond between...
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