Cat OlsonLab Performed: 9/14/2020CHEM 2204Lab Due: 9/21/2020TA: Dr. William BowieExperiment 28: Halogenation: Synthesis of 4-Bromoacetanilide by ElectrophilicSubstitution, Part 1Objective: The purpose of this experiment is to explore electrophilic aromatic substitutionreactions. We performed an electrophilic aromatic halogenation with bromine. The acetamidogroup acts as the director for this reaction, creating a para-oriented product. NMR is reviewed,and this experiment sets up for the second part of the experiment, wherein we will performrecrystallization.Experimental Procedure:The procedure was followed as described in Mayo’s manual pages 368-371, with the modifications listed in the “Modifications for Electrophilic Aromatic SubstitutionPart 1” provided on Canvas. No further modifications were made to the experiment.ReactionScheme:+→+AcetanilideBromine4-BromoacetanilideHydrogen BromideData and ResultsData and Results TableAcetanilideBr2-CH3CO2H sol’nCH3CO2H4-BromoacetanilideMol. FormulaC8H
