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What is the purpose of adding the petroleum ether? The entire reaction sequence

ID: 501519 • Letter: W

Question

What is the purpose of adding the petroleum ether? The entire reaction sequence is given below, there are TWO steps that involve reaction between two reagents/reactants/the first is the reaction between the bromobenzene with the magnesium. What is the limiting reagent/reactant for reaction between the bromobenzene with the magnesium? the second is reaction of the Grignard with benzophenone. What is the limiting reagent/reactant for reaction between the Grignard and benzophenone (you have to assume that the Grignard is formed in 100% yield since the Grignard reagent can't be isolated for you to weigh it)? Based on your answers to questions 10 and 11, what is the limiting reagent/reactant for formation of the? What are possible reasons for the yield of formation of the Grignard reaction being less than 100%? What are possible reasons for the yield of formation of the reaction being less than 100%? the reaction is performed in ether as the solvent, which is a reasonably polar aprotic solvent. Another polar aprotic solvent that you might have considered using is acetone. However, that would not work because the Grignard would react with the solvent instead of the benzophenone. Give the product of that reaction (after acid hydrolysis workup)?

Explanation / Answer

10) in first reaction bromo benzene is the limiting reagent. if bromobenzene contains molecules of water then the formed grignard reagent will be attacked by those water molecules and decomposition of grignard reagent will occur.

11) in second reaction grignard reagent formed via the first reaction is the limiting reagent because if water molecules are present then grignard reagent will be decomposed and then it will be available in lesser amount for reaction to occur.

12) for the formation of triphenyl methanol the limiting reagent will be the first specie of chemical which is governing the overall reaction. so here bromobenzene will be limiting reagent.

13) possible reason for the yield of grignard reagent being less than 100 percent is the presence of water molecules in the solvent used in first step.

14) for the formation of triphenylmethanol grignard reagent is the most important regaent ..it plays key role for the formation of triphenyl methanol. the presence of water molecules will decompose the grignard reagent and thus causes decrease in percentage yield.

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