Background  The goal of this experiment was to synthesize benzoic acid using a Grignard reagent while simultaneously working safely with diethyl ether and conducting tests under anhydrous circumstances. In this experiment, we will react magnesium with bromobenzene, to form phenyl magnesium bromide (the Grignard reagent). We will then react the Grignard reagent with dry ice (solid CO2). After acidification and work-up, benzoic acid will be isolated. Compound MM (g/mol) density (g/mL) bp (oC) mp (°C) bromobenzene 157 1.49 156 -30.6 magnesium 24.3       benzoic acid 122     122.4 diethyl ether 74.1 0.706 35     1. Grignard Reaction Question a. Based on the final data what is the percentage yield and melting point range? b.In your own words, write the procedure for the Grignard synthesis of triphenylmethanol. Include the chemicals, order of addition, and the mechanism of the reaction with diagrams.

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