Chapter 28: Nitration of Methyl Benzoate I. General Information: A.) Microscale Nitration of Methyl Benzoate B.) C.) May 17‚ 2008 D.) Reaction(s)‚ including molar masses and all relevant physical data E.) Mechanism for the nitration of chlorobenzene: II. Purpose: In this experiment we are to take a cold solution of an aromatic ester that is first dissolved in sulfuric acid and is then reacted with nitric acid. This is a highly exothermic reaction and is kept under control by means
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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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in the presence of an electrophile‚ aromatic compounds will undergo electrophilic aromatic 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
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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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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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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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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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In this experiment‚ the methyl nitrobenzoate was prepared from methyl benzoate‚ concentrated HNO3‚ and concentrated H2SO4 via an electrophilic aromatic substitution reaction. The HNO3 and H2SO4 were combined to form a nitrating solution‚ which was mixed with a mixture of methyl benzoate and H2SO4. Percent yield for the final product was calculated followed by recrystallization and melting point was measured. Introduction: Nitration of Methyl Benzoate is one of the examples of Electrophilic
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Nitration of Methyl Benzoate to form Methyl-m-nitrobenzoate via Aromatic Substitution Linh Ngoc Thuy Nguyen Seattle Central Community College Professor: Dr. Esmaeel Naeemi Date: February 21st‚ 2012 Abstract In this experiment‚ methyl-m-nitrobenzoate‚ followed the electrophilic addition of aromatic ring‚ would be formed from the starting material methyl benzoate and nitric acid‚ under the catalysis of concentrated sulfuric acid. The reaction between nitric acid and sulfuric acid resulted
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