BACKGROUND. The bromobenzene is converted to the Grignard and then added to solid carbon dioxide. E.g. Include complete arrow pushing. The carbon dioxide acts as a reactant and as the means to keep the reaction cold. Introduction Figure 1: Reaction mechanism Figure 1. Purpose The purpose of this experiment was to use Grignard reagents to synthesize Benzoic Acid from Bromobenzene. Ethylmagnesium bromide liberates ethane gas when treated with water. It should be noted that anhydrous diethyl ether is used opposed to regular ethyl ether. In the first step, bromobenzene reacts with solid magnesium. Grignard Experiment 1. In this experiment, the Grignard reagent was first synthesized before being reacted with carbon dioxide in the form of dry ice. The reaction mechanism is shown above for the reduction of bromobenzene to benzoic acid for the preparation of benzoic acid using a grignard reagent. Grignard reagent would react with alcohol to form magnesium alkoxide and alkane of the respective alkyl halide, a key element in the Grignard synthesis. Grignard Reaction with Alcohol Mechanism. Allow the reaction to continue until the magnesium reacts completely (Caution: to reduce the formation f add the bromobenzene slowly so that there is no high concentration of bromobenzene in the reaction tube at any time). The reaction was finally reacted with acid to quench the reaction and protonate the carboxylate to ultimately form Benzoic Acid. Grignard Reaction Reagent Mechanism and Cheat Sheet February 20, 2020 By Leah4sci Leave a Comment The Grignard reagent R-Mg-X (pronounced Grin-yard) is a carbon chain bound to a magnesium halide, typically used to form alcohols by attacking carbonyls such as in aldehydes or ketones. Draw the mechanism of the formation of benzoic acid starting with Bromobenzene to get phenylmagnesium bromide and ending with benzoic acid. This reaction will convert bromobenzene to benzoic acid. REACTIONS OF GRIGNARD REAGENTS * The Grignard reagents are highly basic and can react with protic compounds like water, acids, alcohols, 1-alkynes etc., by giving corresponding alkanes. Add more solvent if there is not enough in the reaction tube. Preparation of Benzoic Acid using Grignard reagent. This reaction will convert bromobenzene to benzoic acid. Thank you! The Grignard is prepared by the process of reflux with addition. The Grignard reagent is an ionic compound that contains a very powerful nucleophile that is capable of reacting with something that is only slightly basic like carbon dioxide. Bromobenzene reacts with magnesium metal to yield the Grignard Reagent (phenyl magnesium bromide), which reacts with carbon dioxide to yield the corresponding salt viz., benzoyloxy-magnesium bromide.The resulting salt on subsequent hydrolysis with HCl ultimately produces benzoic acid and magnesium bromochloride gets eliminated. Carboxylic acids may also be prepared by the Grignard reagent and its reaction with carbon dioxide.

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