The electrophilic aromatic substitution reaction is the attack of a benzene ring on an electrophilic species resulting in the substitution of a proton with a functional group. The electrophilic aromatic substitution reaction nitration is used to nitrate methyl benzoate and acetanilide with a nitronium ion. Crystallization was used to purify the product. The melting point was used to determine its purity and the regiochemistry of the products. The methyl benzoate reaction product‚ methyl nitrobenzoate
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the Relative Rates of Electrophilic Aromatic Substitution Reaction Justiniano‚ Priscilla Raiza N. School of Chemical Engineering and Chemistry‚ Mapua Institute of Technology‚ Intramuros‚ Manila‚ Philippines Experiment No.1‚ Submitted on August 6‚ 2011 at N402. Abstract EXPERIMENT NUMBER ONE IS ALL ABOUT THE ELECTROPHILIC SUBSTITUTION OF AROMATIC COMPOUNDS. AROMATIC COMPOUNDS ARE THOSE ORGANIC COMPOUNDS WHICH HAVE BENZENE RING (CYCLOHEXA-1‚3‚5-TRIENE). AROMATIC COMPOUNDS ARE ALWAYS
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Introduction Aromatic compounds‚ which are planar cyclic rings with (4n+2)π electrons‚ will not undergo simple addition reactions like those of alkyl substances. However‚ 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
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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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Electrophilic Aromatic Substitution: Bromination of Aromatic Compounds Introduction: The experiment focuses on finding out what kind of activating effects that four different substituents will have on an aromatic benzene ring. The substituents being tested are aniline‚ anisole‚ acetamide (acetanilide)‚ and phenol. All four of these groups are either para or ortho activating. Bromination is the reaction that will be carried out. The melting point ranges of the final products will be taken in order
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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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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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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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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 aromatic substitutions
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Electrophilic Aromatic Substitution Objective The objective of this experiment was to illustrate electrophilic aromatic substitution by synthesizing p-nitroanilide (as well as ortho) from acetanilide by nitration. The para form was separated from the ortho form based on solubility properties using recrystallization techniques. Synthetic equations: Physical Properties & Hazards of Reagents/Products: (all taken from Sigma-Aldrich website) Acetanilide MM = 135.16 g/mol Melting point =
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