Question

Procedure: Measure and dispense 0.6 ml of a 4.4 M otion of sodium methoxide in methanol and me of ethanol into a 5 mL reaction vial. Add 2.5 mmol of acetaminophen (40.378. Set up for reflux in the rume hood and bring reaction to reflux for 15 minutes (solvent is boiling and vapors are condensing condenser). After 15 minutes, directly through the top of the condenser tube, carefully add 0.3 ml of iemy iodide. Continue to reflux for another 45 minutes Alter 45 minutes, slowly add 2 mL of water down through the top of the condenser while the reaction mixture is still hot. If a precipitate forms, heat until it dissolves. Turn off the heat, carefully raise the condenser, and pour the reaction mixture into a small beaker and add an additional 2 ml of water. Cool the beaker in an ice bath until crystallization is complete. Collect the crystals by vacuum filtration. Dry under the heat lamp and record the mass of the crude product. Take a melting point and a TLC of the crude material. Time permitting, recrystallize the product using ethanol and water in a mixed solvent procedure. Dry the crystals. Record the mass and take a TLC of the pure product. Cleaning Up: The solvent from the crystallization should be placed in the organic solvents waste container in 60:40 eth Ace / Hexane solvent A-acetaminophen P = Phenacitin Ccrude) O :46,4299 46, 739 g :: 0,3108 final acetaminophon : 0,378g-initial acetaminophen

Answer 1

a) i.we refluxing the reaction mixture if there no chilling condenser then solvent will get evaporated and it will get dry. Also boiling point of ethyl iodide is 72°C which will also get escape from reaction mixture and finally no rectione that's the reason chilling condenser is required for this reaction.

ii. If we heat this reaction in closed vessel lot of pressure will generate and it may blast the vessel so we can not heat this reaction in closed vessel.

b.i. If we reflux methoxide with ethyl iodide Methoxide will attack on ethyl iodide and there will be no ethyl iodide available for reaction with acetaminophen.

ii. We will get Methoxyethane or Methyl ethyl ether as a product.