Experiment 5: Preparation of Benzoic Acid using a Grignard Reagent KIN 6N5. Department of Chemistry, University of Ottawa, 10 Marie Curie, Ottawa,…

Reaction between a solution of 3.0mL of bromobenzene and 20mL of anhydrous diethyl ether with 0.8g of magnesium turnings and 2 iodine crystals.

Experiment 5: Preparation ofBenzoic Acid using a GrignardReagentKIN 6N5.Department of Chemistry, University of Ottawa, 10 Marie Curie, Ottawa, Ontario,June, 2008ABSTRACTBrCO2HIn this experiment you will synthesize benzoic acid using a Grignard reagent.Questions:1. During your Grignard formation, a small amount of benzene is formed. Provide a briefexplanation and mechanism to explain this observation.2. During your Grignard formation, a small amount of biphenyl is formed. Provide a briefexplanation and mechanism to explain this observation.3. What mass of water would be required to destroy the phenylmagnesium bromide thatyou prepared in this experiment? What volume does this represent?4. Why is the bromobenzene added to your flask in two portions rather than one?The reaction is exothermic therefore once it initates, the solvent may reflux. Thereforebromobenzene has to be added in portions and checked for the reaction when it initiates5. If you were to take a TLC of your Grignard solution before you add it to the dry ice,what would your TLC look like?

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