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Experiment 9B - John Goodson CHEM 2211L/2212L Lab Report...

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John Goodson CHEM 2211L/2212L Lab Report Cover Sheet Name: John Goodson TA: Omkar Dhamale Date: 2/13/2008 Experiment: Electrophilic Aromatic Substitution: Nitration of Methyl Benzoate Prelab (40 points) Title Introduction ____________ (10 points) Table of Reagents ____________ (10 points) Safety Information ____________ (10 points) Prelab Quiz ____________ (10 points) Inlab (25 points) Procedure ____________ (15 points) Data and Observations ____________ (10 points) Postlab (30 points) Results and Discussion ____________ (15 points) Conclusions ____________ (5 points) Answers to Questions ____________ (10 points) Discretionary Points ____________ (5 points) Total ____________ (100 points) TA Comments:
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John Goodson Electrophilic Aromatic Substitution: Nitration of Methyl Benzoate Introduction: An electrophilic aromatic substitution will be performed in this experiment; more specifically, nitration of methyl benzoate. In electrophilic aromatic substitutions, an electrophile adds to one of the aromatic ring carbons and generates a resonance stabilized carbocation intermediate. The carbocation eliminates a proton and regenerates the stable aromatic ring. In this experiment, the nitronium ion (NO 2 + ) will act as the electrophile. The nitronium ion can be formed from the reaction of sulfuric and nitric acid: After the product is isolated, the percent yield will be calculated and a melting point determination will help discern whether the product is the ortho , meta , or para isomer.
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