Synthesis of p-Nitroacetanilide (electrophilic aromatic substitution) In this experiment‚ we convert acetanilide to p-nitroacetanilide. [pic] The mechanism for the nitration is that of electrophilic aromatic substitution. The nitronium ion is directed to the positions ortho and para to the acetamido (-NHCOCH3) group. This occurs because the resonance electron-releasing effect of that group increases the electron density at those positions‚ helping to stabilize the intermediates that
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146 Fall-11 Organic Chemistry Midterm Report 13 October 2011 Table of Contents Separation of Benzoic Acid and Acetanilide 3 Extraction and Purification of Caffeine from Tea 4 Extraction of Trimyristin from Nutmeg 5 Conversion of t-butanol to t-butyl chloride 6 Appendix 7 Calculations 8 Literature and Experimental Values of Benzoic Acid and Acetanilide 9 Experimental Caffeine IR 10 Literature Caffeine IR 11 Experimental Trimyristin IR 12 Literature
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Q: Which of the ff are branches of the aortic arch? A: Brachiocephalic‚ left common carotid‚ left subclavian Q: Which of the ff are branches of the subclavian arteries? A: thyrocervical‚ internal thoracic‚ and vertebral artery Q: Where is the carotid sinus located? A: Base of the internal carotid Q: Which of the ff are branches of the internal carotid? A: middle cerebral‚ anterior cerebral‚ ophthalmic artery Q: The gastroduodemal artery is a branch from which artery? A: Common hepatic artery
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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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Nitration and Purification of Bromobenzene Abstract: An electrophilic aromatic substitution reaction was performed on bromobenzene with nitric acid producing both 2-bromonitrobenzene and 4-bromonitrobenzene. Products of the reaction were purified through multiple recrystallizations and column chromatography creating multiple crops of a yellow powder. The percent yield of products was determined to be 51%. The melting point of Crop 1 was found to be 110-115 °C‚ and Crop 2 was found to be 37-90
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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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University of Santo Tomas Faculty of Pharmacy Organic Chemistry Laboratory RECRYSTALLIZATION OF ACETANILIDE USING WATER AS SOLVENT Lagarteja‚ M.C.B.; Lim‚ H.G.N.; Lizo‚ K.J.R.; *Macalino‚ M.D.L.; Macapala‚ C. 2D-Pharmacy‚ Faculty of Pharmacy‚ University of Santo Tomas Abstract Recrystallization is a technique used to purify organic solids. This method involves dissolving of a solute in a solvent and inciting the solute to produce a precipitate from a solution. In this experiment‚ acetic
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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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