TA: Problem 1: Using any technique and chemical reacti covered in CHE 201 this s
ID: 589312 • Letter: T
Question
TA: Problem 1: Using any technique and chemical reacti covered in CHE 201 this semester prepare compound B&C; from 5 mmoles of compound A Compound A is very expensive, you should separate and collect both products and perform test to confirm the identity of each product B 55 % yield C 45% yield PART A: 13 points (replaces data sheet, note book, performance and lab report points) 1. Plan and show your planned synthetic scheme in the Properties Mol. weight 1162 133.6 98.11 form of a reaction equation. 3 points Provide a detailed procedure (Preparation, Purification & Analysis). 10 points 12 C 195 C 139 C 10s C 0.01 0.01 0.6 2. 4 C -30 C MeltingFreezing Point Boiling Point Solubility (grams in 1. Procedure should include quantities (with correct 0.8 stoichiometry) of chemicals required Mention all the techniques required during preparation, purification and Analysis Name all the glassware used. Provide a data table, it should list all the reagents and the required quantities needed for the preparation, purification and analysis. 10 ml hot water) Solubility (grams in 1 ml hexane 2. 0.03 0.4 3. 4. 5. Provide a flowchart for the planned synthesis. Complete worksheet Attach more sheets of paper as neede haniz 10Explanation / Answer
For the given synthesis
Part A : Scheme is shown above. The reaction would be done using HCl as the reagent in methanol solvent.
Procedure : Take compound A (5 mmol, 0.581 g) is a 25 ml round bottom glass flask in 5 ml methanol solvent. To this was added HCl (5 mmol, 0.183 g) slowly. The reaction mixture is stirred at room temperature. The progress of the reaction is monitored by tlc using 5% ethyl acetate in hexane as the mobile phase for it. After the reaction is done, the entire reaction mixture is transferred to a separatory funnel. Add 10 ml of diethy ether to it. A sequential wash of the solution with 2 x 5 ml of water, 2 x 5 ml of 5% aqueous NaHCO3 solution and finally 2 x 5 ml of water is done. The organic layer is transferred to a 50 ml of erlenmeyer flask. Add anhydrous Na2SO4 to it. Swirl the solution and let it stand for some time. Filter the solution into a 50 ml single neck round bottom flask and wash the residue with fresh diethyl ether solvent. The solvent was removed on the rotatry evaporator to get the product mixture. The two compounds can be separated using the column chromatography on silica gel stationalry phase and hexane-ethyl acetate solvent for elution.
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