Date of experiment:
INTRODUCTION:
The nitration of methyl benzoate is an example of an electrophilic aromatic substation reaction. In the experiment the electrophile was the nitronium ion and the aromatic compound was methyl benzoate and with addition of nitrating solution Methyl 3-nitrobenzoate was the product.
Methyl benzoate Methyl 3-nitrobenzoate
MATERIALS AND METHODOLOGY:
The procedures for this experiment were as followed according to Experiment 12.2: Nitration of Methyl I Benzoate: Part B. However, there were minor changes during this experiment.
We began the experiment by preparing an ice bath, that would maintain the flask cool. We then …show more content…
We then prepared the nitrating solution by mixing 0.75 mL of concentrated sulfuric acid and 0.75 mL of concentrated nitric acid. We then mixed the two solutions, the mixture of sulfuric acid and nitric acid to the mixture of methyl benzoate and sulfuric acid. When the nitrating solution was being added to the mixture o of methyl benzoate and concentrated sulfuric acid. There was a color change. The color change was from clear to light yellow. As we added more of the mixture the color change increased. The color change was due to the conversion of aromatic properties. The product from the ice and allow to reach room temperature while it was still mixing and then allow to sit still for 15 minutes. we then added the product in a beaker than contain 10 grams of ice. We then vacuum filter the product and wash the crystals with cold water and cold methanol. We then began the recrystallization process. During the recrystallization process, the product was a white chucky large crystals, when the boiling methanol was added there was a color change from white to yellow. The color change was due to the conversion of aromatic properties. We then place solution in an ice bath to recrystallize the product. At this point the crystals were sand like and white in color. We then wash the crystals with …show more content…
We were able to collect a total of 75.50% percent yield. Some of the loss of product could be due to the constant transfer of the solution. Throughout the experiment the solution was moved from the flask to the vacuum filter, and then to another flask some of the loss could have happen there. The infrared spectrometry results we can conclude that the substitution pattern of the product. The black line indicated the starting reaction and the red line indicated the product. For the most part of the diagram the lines line up except during the aromatic