Organic Chemistry Laboratory
RECRYSTALLIZATION OF ACETANILIDE USING WATER AS SOLVENT
Lagarteja, M.C.B.; Lim, H.G.N.; Lizo, K.J.R.; *Macalino, M.D.L.; Macapala, C.
2D-Pharmacy, Faculty of Pharmacy, University of Santo Tomas
Abstract
Recrystallization is a technique used to purify organic solids. This method involves dissolving of a solute in a solvent and inciting the solute to produce a precipitate from a solution. In this experiment, acetic anhydride was added to the mixture of 2mL aniline and 20mL of distilled water. The mixture was cooled in an ice bath and filtered through filter paper resulting to the crude acetanilide. The pure acetanilide was then produced by the filtered solution of crude acetanilide and recrystallizing solvent. Choosing of the recrystallizing solvent was done by placing a small amount of pure acetanilide in three test tubes, each containing: water, 95% ethanol and hexane. The final weight produced by the pure acetanilide is 1.1g contrary to the weight of the crude of the acetanilide which is 0.5g. Quantitative analysis showed that the pure acetanilide produced 37.04% percentage yield.
Introduction
Recrystallization is a process of purifying organic compounds obtained from nature that contain soluble, insoluble and colored impurities. This is based on the premise that solubility increases on the increase of temperature while solubility decreases on the decrease of temperature. This is the process behind the formation of crystals. Recrystallization can be broken down into several steps. A suitable solvent is chosen followed by the compound being dissolved in a minimum solvent. Insoluble impurities are removed and crystallization follows upon cooling. The crystals are collected and dried. Choosing the best recrystallizing solvent would lead to the solubility of the impure substances in the compound. The boiling point of the recrystallizing solvent should be lower than the
References: (2) http://www.chemistry.sc.chula.ac.th/bsac/Org%20Chem%20Lab_2012/Exp.2[1].pdf. Purification by Recrystallization (3) http://www.chemicalbook.com/ChemicalProductProperty_EN_CB9444812.htm. Chemical Book (4) http://www.epcc.edu/OfficeofRiskManagement/Documents/EPCC%20MSDS/Acetanilide.pdf. Flinn Scientific Inc. (2001) (5) http://sites.psu.edu/lburns/files/2013/04/ch.6-formal-report.pdf. Bortiatynski, Jackie, M 'Mechan, J.C.