Multi-step lab

Multi-step lab
Download Document
Showing pages : 1 - 3 of 5
This preview has blurred sections. Sign up to view the full version! View Full Document
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: Brittney Brown Due: 10-29-2009 Title: Multi-step synthesis of 4-bromo-2chloroacetanilide Lab Partner: Chelsea Searels The purpose of this lab was to covert 4-bromo-2-chloroacetanilide from aniline through a series of steps being attentive of the percent yield. Experimental infrared spectroscopes and melting points were obtained of the products for confirmation of the desired products. Experimental Details: Table 1. List of Reagents/Reactants Substance Amount Molecular Weight (g/mol) mmol Density (g/ mL) Boiling/ Melting Point (°C) Week One: Preparation of Aniline from Nitrobenzene Granulated tin 6.096g 118.71 50.7 7.287 MP=232°C Nitrobenzene 2.6mL 123.06 25.3 1.199 BP= 210.9°C HCl 13mL 36.46 420 1.18 BP= 110°C Sodium hydroxide 12mL 39.997 639 2.13 MP= 323°C Week Two: Acetanilide from Aniline and 4-bromoacetanilide from Acetanilide Recovered aniline Stock aniline 0.3g 2.0mL 93.13 25.23 1.0217 BP=184.83°C HCl 2.1mL 34.46 67.96 1.18 BP=110°C Sodium acetate 2.484g 82.02 30.29 1.528 MP= 324°C Acetic anhydride 2.8mL 102.09 24.87 1.089 BP=39.8°C Ethanol 3.3mL 46.07 90.8 0.789 BP=78.4°C Bromine 1mL 70 44.33 3.1028 BP= 58.78°C 1 Week Three: 4-bromo-2-chloroacetanilide from 4-bromoacetanilide Suspeneded 4-bromoacetanilide 2.00g 214.06 9.3 1.717 166-170°C HCl 6mL 36.46 139 1.18 BP= 110°C Acetic acid 7mL 60.05 111.12 1.049 118.1°C NaClO3 0.501g 106.5 4.6 2.5 MP= 448°C The mutli-step synthesis was completed over a course of three weeks. In the first week, aniline was prepared from nitrobenzene by adding 6.094g of granulated tin combined with 2.6mL of nitrobenzene in a 100-mL boiling flask. An ice bath made at 0°C and 13mL of HCl was added to the solution. A thermometer was inserted and the solution was stirred, maintaining a temperature of between 55 and 60°C. After 15 minutes, the mixture was heated on a reflux to ensure the completion of the reaction. ...
View Full Document