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Grignard Reaction
Read the experiment and watch the videos provided on Brightspace for this module before completing the assignment.
Part I - Knowledge Check1A. Explain why solvents such as anhydrous diethyl ether or anhydrous tetrahydrofuran (THF) are not reactive with Grignard reagents.1B. Draw the first step of the reaction mechanism when the Grignard reagent attacks benzophenone before the alkoxide is protonated to form the alcohol. In the mechanism, identify the partially positive and partially negative atomsin the reactants. Explain why these atoms have a partial charge. 1C. Write the mechanism for the reaction of phenyl magnesium bromide with 1) water and 2) acetone.
Part II - Prelab Questions2A. What is the theoretical yield and limiting reagent for the reaction to form triphenylmethanol in the experiment provided if the reaction is started with 0.6 g of magnesium, 2.3 mL of bromobenzene, 3.75 g benzophenone, and 17 mL of diethyl ether (total)?2B. The Grignard reagent is very water sensitive. What are the procedures used in the experiment provided to prevent exposure of the Grignard reagent to water? What will happen if those procedures are not followed?2C. Write the separation scheme for the isolation of triphenylmethanol from the reaction mixture once the reaction is complete. The separation begins after the addition of HCl and water to the reaction and includes the column chromatography procedure to further purify crude triphenylmethanol isolated in the day 1 procedure.
Part III - Application Questions3A. Identify the functional groups corresponding to the peaks in the IR of the product of the reaction of phenyl magnesium bromide and benzophenone shown below. Does this agree with the what IR peaks you expect from the product of this reaction? Explain your answer.
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