What is the best reagent for the following transformation bromobenzene to benzoic acid?

Bromobenzene reacts with magnesium metal in presence of dry ether , it forms phenyl magnesium bromide , that is Grignard reagent . Now, phenyl magnesium bromide with carbon dioxide followed by acidic hydrolysis gives benzoic acid .

How do you make benzoic acid from Grignard reagent?

Benzoic acid synthesis:

1. Carboxylate salt made combining Grignard reagent and dry ice in ether solvent.
2. Extract the ether phase with base (5% NaOH): Product converted to carboxylate salt and transferred to aqueous layer (top or bottom layer?)
3. Acidification causes the carboxylic acid to precipitate out of solution.

How do you convert benzonitrile to benzoic acid?

Benzonitrile is converted to benzoic acid by basic hydrolysis. When benzonitrile is heated with aqueous sodium hydroxide solution, it liberates ammonia gas and converts to sodium benzoate which on acidification gives benzoic acid.

How to prepare benzoic acid using the Grignard reaction?

The Grignard Reaction. Preparation of Benzoic Acid using the Grignard Reaction. In this experiment, the alkyl magnesium halide will be in the form of phenyl magnesium bromide (R = C6H5 in eq. 1), which you will prepare from bromobenzene. The phenyl magnesium bromide will be quenched with solid carbon dioxide (eq.

How to make benzoic acid from magnesium bromide?

The next reaction is the protonation of the glassy solid which is a magnesium bromide salt of benzoic acid. A proton from the hydronium ion in the acid solution is added to the benzoate anion to make benzoic acid. Add 10 mL of dilute (1-3 M) hydrochloric acid to the glassy solid in the beaker or flask.

What are the results of preparation of benzoic acid?

Two outcomes are expected: preparation of benzoic acid from bromobenzene and analysis of the by-products of a Grignard reaction, an integral part of the synthetic procedure. GC/MS analysis of the organic layer, generated in the reaction of a Grignard reagent with CO2, will provide experimental evidence for the nature of the by-products.

How is bromobenzene used in the Grignard reaction?

Excess is used to insure complete reaction since the bromobenzene is the limiting reagent. Moisture from the atmosphere will form “water” ice on the surface of the “Dry” Ice. This water will destroy the Grignard reagent. Work rapidly once you place the Dry Ice in your beaker.