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Bromination Of Acetanilide And Aniline Lab Report

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The objective of this lab was to perform halogenation reactions where acetanilide and aniline were brominated. The bromination of acetanilide can results in two possible products: 4-bromoacetanilide and 2-bromoacetanilide. Therefore, the melting point was used to confirm that 4-bromoacetanilide was formed and not 2-bromoacetanilide from the bromination of acetanilide. The bromination of aniline resulted into 2,4,6-tribromoaniline. At the end of the experiment, the mass of each bromination was determined to measure the reaction’s efficiency by calculating the percent yield. In addition, the melting point was measured to compare with the literature value and determine the purity of the final product. The bromination of acetanilide was performed …show more content…

From this reaction, only 0.113g (94.9% yield) of 4-bromoacetanilide was collected. When the solution was transferred to the Buchner funnel, some product got stocked in the small tube. The spatula was used to get the most of the mas of final product. Losing this small amount of the product caused the decreasing of the percent yield. By taking the melting point of this solution, it was confirmed that 4-bromoacetanilide was only formed. According to Chemspider website, 4-bromoacetanilide has a melting point of 165°C – 169°C (1) and 2-bromoacetanilide has a melting point of 96.5°C – 100.5°C (2). The melting point range of the experimental mass was 166.1°C – 168.1°C. This melting point was in the range of the literature value which confirmed that 4-bromoacetanilide was only produced and it was pure. From the bromination of aniline, only 0.203g (88.3%) of 2,4,6-tribromoaniline was collected at the end. In the same way, some mass was lost when the solution was poured into the vacuum because residues of mass were left inside the small test tube. This caused the decreasing of the percent yield. According to the website Sigmaaldirich, the melting point range for 2,4,6-tribromoaniline is 120°C – 122°C (3). The experimental melting point of the bromination of aniline was 119.8°C – 121.1°C. This small range in the melting point matched with the literature value which confirmed that the mass was

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