question archive 1) Assume that 3
Subject:ChemistryPrice: Bought3
1) Assume that 3.0 g of aniline and 4.5 mL of acetic anhydride are used in the preparation of acetanilide. What is the limiting reagent? What is the theoretical yield of acetanilide? What is the percentage yield if 3.3 g of acetanilide is obtained from the above reaction?
2) Impure acetanilide was dissolved in hot water by the TA. The solution was filtered hot and the erlenmeyer flask was immediately placed in an ice-bath instead of being allowed to cool to room temperature before being placed in the ice-bath. What will be the result of cooling the solution in this manner?
3) If your actual experimental yield is greater than 100%, then what has gone wrong or how could this occur?
4) What will happen if the TA were to accidently mix acetic anhydride with water before adding aniline to the flask? How will this affect the reaction?
5) Sketch a reaction mechanism for the synthesis of acetanilide from aniline and acetic anhydride.
6) Interpret the NMR spectrum of acetanilide and contrast the spectrum with that of the starting material, i.e. aniline. Identify the key peaks and label the provided spectra.