Experiment #1 – Aromatic Nitration The purpose of this lab is to convert toluene to nitrotoluene through the process of aromatic nitration. This is done by electrophilic aromatic substitution. The aromatic organic compound‚ toluene‚ is reacted under mild conditions with an electrophile‚ the nitronium ion‚ resulting in a product of nitrotoluene. Failure to use mild conditions may result in polynitration. Different reaction conditions were studied to understand the effect of nitrating agent
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Nitration of Methyl Benzoate Purpose: The purpose of this experiment was to synthesize methyl m-Nitrobenzoate from methyl benzoate‚ concentrated HNO3‚ and concentrated H2 SO4 by an electrophilic substitution reaction. The H2 SO4 and the HNO3 were initially combined to form nitronium ion which was then used as an electrophile in the reaction. Crystals that were collected after the formation of the methyl m-Nitrobenzoate were collected by vacuum filtration and the product was isolated and purified
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Electrophilic Aromatic Substitution: The Nitration of Toluene Abstract This industrially important reaction of EAS: The Nitration of Toluene exhibits how the attack of a nitronium ion would give out major and minor products at different positions of toluene. This is an electrophilic substitution mechanism. Mixture of concentrated sulphuric and nitric acid will produce a nitronium ion‚ which will attack ortho-‚ meta- and para- positions at Toluene. (Mechanism at appendix). Introduction/Procedure
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CHEMISTRY 220 PRACTICAL REPORT PRACTICAL 1 Title: Nitration of Acetanilide Aim : To observe how an Aromatic electrophilic Substitution reaction takes place via the nitration of Acetanilide i.e. how hydrogen on a carbon chain is replaced with a nitro group. Reagents and Chemicals: • Acetanilide (5g) • Glacial acetic acid (5mL) • Concentrated sulphuric acid (10mL &1.5mL) • Concentrated Nitric acid (2.0mL) • Methanol (30-50mL) Modification to experimental
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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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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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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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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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