In this experiment‚ we used methyl benzoate from the last experiment with HNO3 and H2SO4 to synthesize methyl 3-nitrobenzoate. First we added methyl benzoate to 12 mL cooled conc. Sulfuric acid in a flask. In a separate flask‚ we made a solution of 4 mL conc. Sulfuric acid and 4 mL nitric acid and then added dropwise to the solution of methyl benzoate in an ice bath on a stir plate while maintaining the temperature of reaction between 5-15 °C. After the addition was complete we took the flask out
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substitution. In this type of reaction‚ two π electrons from the aromatic ring serve for the ring to act as a nucleophile and attack an electrophile. For nitration‚ this nucleophile is NO2+‚ which is produced by reacting nitric and sulfuric acids. After the nucleophile adds‚ the ring has lost aromaticity. Therefore‚ the deprotonated acid in solution can pull off a hydrogen from the same carbon that the nitro group has added to‚ allowing the electrons from that bond to go back into the ring to reproduce aromaticty
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Nitration of Methyl Benzoate Introduction: Nitration is an example of an electrophile aromatic substitution reaction‚ where nitro (NO2) group is being substituted for a hydrogen on an aromatic compound. This is achieved by the formation of the nitronium ion by protonation of nitric acid from sulfuric acid. The zirconium ion is a strong electrophile and can react with aromatic compound such as Methyl benzoate to form an arenium ion intermediate. The arenium ion is then depronated to reform
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Nitration of Methyl Benzoate Abstract: This procedure demonstrates the nitration of methyl benzoate to prepare methyl m-nitrobenzoate. Methyl benzoate was treated with concentrated Nitric and Sulfuric acid to yield methyl m-nitrobenzoate. The product was then isolated and recrystallized using methanol. This reaction is an example of an electrophilic aromatic substitution reaction‚ in which the nitro group replaces a proton of the aromatic ring. Following recrystallization‚ melting point and infrared
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Title: Experiment 28: Nitration of Methyl Benzoate Objective: The students will learn to nitrate methyl benzoate through electrophilic aromatic substitution reaction. They will learn the importance of regiochemistry in chemical reactions. They might experience disubstitution through a high temperature. Reactions: Observation: The crystals started to form when added 2 g of crushed ice. The addition of hot methanol dissociated the crystals. The crystals reappeared when cooled down in
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Sarah Muhs ID: 11325862 Nitration of Methyl Benzoate Post Lab: 1. Is the ester group of your starting material electron donating or withdrawing? Support your conclusion with resonance drawings. The ester group‚ CO2CH3‚ of the starting material was electron withdrawing. 2. Draw the mechanism of the nitronium ion reaction with the methylbenzoate. 3. Why does water stop the reaction? Water stops the reaction because of Le Châtlier’s principle. Since water is a product‚ when more is added it drives
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Experiment #5: Esterification of Methyl Benzoate from Benzoic Acid October 28‚ 2010 Abstract: This experiment was conducted to synthesize methyl benzoate from benzoic acid and methanol by using the Fischer esterification method. Methanol (12.5ml) and Benzoic acid (4.9 grams) are heated together in the presence of concentrated sulfuric acid (1.5ml) until equilibrium is achieved. A reflux apparatus is set up for 1 hour to carry out the reaction at the boiling point of the solvent (Methanol
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ABSTRACT This experiment was conducted to synthesize methyl benzoate form benzoic acid and methanol by using the Fischer esterification method. The Fischer exterification technique is utilized in the academic and industrial settings due to the simplified synthesis and safety parameters of the overall reaction. Both benzoic acid and methanol are relatively cheap to obtain from a commercial source as well as being easy to store with a relatively long shelf life. The Fischer esterification method is
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Lab 8- nitration of Methyl I Benzonate Date of experiment: INTRODUCTION: The nitration of methyl benzoate is an example of an electrophilic aromatic substation reaction. In the experiment the electrophile was the nitronium ion and the aromatic compound was methyl benzoate and with addition of nitrating solution Methyl 3-nitrobenzoate was the product. Methyl benzoate Methyl 3-nitrobenzoate MATERIALS AND METHODOLOGY: The procedures for this experiment
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Title: Nitration of Methyl Benzoate Objective: To prepare methyl-3-nitrobenzene from nitration of methyl benzoate. Results and calculations: Density = 1.094 g/ml = Mass of methyl benzoate = 1.094 g/ml x 2.8 ml = 3.0632 g no. of mol of methyl benzoate = = 0.022499 mol 1 mol of methyl benzoate produced 1 mol of methyl m-nitrobenzene. Therefore‚ 0.022499 mol of methyl benzoate produced 0.022499 mol of methl
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