Acid-Base Extraction: Separation Of An Organic Aci

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Experiment Title: Acid-Base Extraction: Separation of an Organic Acid, a Base and a Neutral Compound 1) -Mass of benzoic acid isolated = 0.893 g -Percent recovery of benzoic acid = 89.3% -Melting point of benzoic acid = 121 °C – 122 °C -Mass of 4-chloroaniline isolated = 1.2 g -Percent recovery of 4-chloroaniline = 120% -Melting point of 4-chloroaniline = 53°C – 60 °C -Mass of naphthalene isolated = 1.36 g -Percent recovery of naphthalene = 136% -Melting point of naphthalene = 65 °C – 70 °C 2) The differences in the masses of the compounds before and after the experiment may include the possibility that the solids were not dried completely since the masses afterward were larger than 1 g for both 4-chloroaniline and naphthalene. The wet solids may have added more weight. One reason to explain a mass less than 1 g fro Benzoic acid may deal with the possibility that not all of the components of the solid was collected properly. There may have also been a problem with the way that the solids were weighed on the scale and this could account for the differences. 3) The reason for the fact that the solvent used in an extraction should have a low boiling point is so that the solvent itself can evaporate out of the mixture. This allows for the extraction or the drawing out of the compounds so that they could be studied more effectively. 4) The extraction process would be more difficult as the higher polarity of the solvent would cause less immiscibility with water because water is also a polar substance and so there would not be a clear and defined separation of the solvents. This makes it difficult to drain of the bottom aqueous layer and to continue with the extractions. Also, the solvent dimethylformamide would take longer to evaporate due to its higher boiling point and would take a long time to continue with the experiment.

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