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1. Work in the hood for steps 1 thru 5. Place 3.0mL of concentrated sulfuric acid in a small Erlenmeyer flask (or use a short,
1. Work in the hood for steps 1 thru 5. Place 3.0mL of concentrated sulfuric acid in a small Erlenmeyer flask (or use a short, wide-mouthed test tube) and clamp the flask securely in an ice- water bath over a magnetic stirrer. Add a magnetic stir bar. 2. Stir the sulfuric acid. Cool the sulfuric acid to 5C and add 1.2mL of methyl benzoate. 3. Prepare the nitrating mixture. In a separate test tube, cool 1mL of concentrated sulfuric acid and add to it 1 mL of concentrated nitric acid. Cool the mixture between 0 and 100 before proceeding. 4. Add the nitrating mixture to the stirred methyl benzoate at such a rate that the temperature does not exceed 30C. 5. After all the nitrating mixture has been added, remove the ice bath and stir the reaction mixture for 15 - 20 minutes. > 7. When the ice has melted, suction filter the reaction mixture to remove the crude solid product. 8. Recrystallize the product from 50% aqueous ethanol. 9. Record the mass of the product obtained and calculate the percent yield. Examine the product by infrared spectrophotometry. Identify absorptions due to aliphatic C-H, C=O, C-O, aryl C-H, and NO2. Also identify the substitution pattern on the benzene ring (meta). Compare the IR spectrum of the product to that of the starting material. Also obtain the 1H NMR of the product. Label the proton signals. Following the procedure described in the handout, a student obtained 0.8 g of methyl m-nitrobenzoate. The limiting reagent in this procedure is Write your response here... The theoretical yield is Type your answer here mmols and Type your answer here grams. The percent yield is Type your answer here Use the correct # of significant figures
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