Nitration Essay

637 Words3 Pages
Organic Chemistry 2425 Lab Nitration of Methyl Benzoate Introduction: Electrophilic aromatic substitution reaction is achieved by using nitration; this is accomplished by introducing a strong electrophile to an aromatic ring. In this experiment, an NO2 (nitro group) will replace (or substitute) a hydrogen on a resonance stable aromatic ring. This will take place only after introducing a very strong electrophilic catalyst known as a nitronium ion to the compound. Mixing concentrated sulfuric acid and nitric acid produces the nitronium ion. The result of the attack of the nitronium ion and the aromatic ring will yield a di-substituted aromatic ring (methyl ester and nitro group), with the nitro group in the meta position. Fig 1.1 Nitronium ion formation Fig 1.2 Methyl benzoate Methyl nitrobenzoate Experimental Procedure: Initial steps for this procedure was to obtain approximately 20 drops of methyl benzoate from a supplied container, after initially weighing the 50-ml Erlenmeyer flask, the actual weight of the methyl benzoate liquid was 0.51grams. Next steps involved slowly and methodically adding 4 ml of concentrated sulfuric acid and using a swirl motion, while the flask containing the methyl benzoate was submerged in an ice water bath. Preparation of the nitrating agent consisted of mixing 2 ml of concentrated sulfuric acid with 2 ml of nitric acid slowly while keeping the solution chilled in a cold water bath. Slowly added the nitrating agent to the mixture of swirling methyl benzoate and sulfuric acid, adding the nitrating agent, drop by drop over a span of fifteen minutes, all while making sure the solution stayed submerged in the cold water bath. Finally, the solution rested in a water bath for fifteen minutes. The addition of ice was added to the reaction mixture and swirled around until all the ice was melted.

More about Nitration Essay

Open Document