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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BROMINATION OF ACETANILIDE OBJECTIVE Aim of the experiment was too brominate acetaldehyde to form p-bromoacetanilide. INTRODUCTION Acetanilide is a chemical compound with the chemical formula of C6H5NH(COCH3). It is a crystalline solid that is prepared by acetylation of analine and is widely used in the dye industry. This crystalline solid is an odourless solid chemical that has a flake or leaf like appearance. It is also known as N phenylacetamide‚ acetanil or acetanilide. Its former
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Learning Activity 1 Preparation of Acetanilide Abstract Recrystallization is a common method of purifying organic substances through the difference in solubility at different temperature. In this experiment‚ acetanilide was produced by acetylation of aniline with acetic anhydride. The crude acetanilide was dissolved in a solvent in a heating water bath. The solution was cooled slowly in an ice bath as crystals form out. As the compound crystallizes from the solution‚ molecules of other compounds
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Synthesis of Acetanilide By: Rick Whitely April 9‚ 2013 Organic Chemistry Lab 1; Professor J. Hutchison Recrystallization is a common method of purifying organic substances through the differences in solubility at different temperature. In this experiment‚ acetanilide was produced by acetylation of aniline with acetic anhydride. The crude acetanilide was dissolved in a solvent in a heated water bath. The solution was cooled slowly in an ice bath as crystals form out. As the compound crystallizes
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Bromination of Acetanilide Objective: The objective of this experiment was to use melting point and NMR to determine which of two isomers‚ ortho or para‚ would most likely form after brominating Acetanilide through electrophilic aromatic substitution. Procedure/Observations: 1. Weigh out ~280 mg of acetanilide in a 10 mL r.b. flask with a stir bar. 2. Then‚ add 2.0 mL of glacial acetic acid using a calibrated Pasteur pipet. 3. Stir the mixture until all of the acetanilide has dissolved
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Bromination of Acetanilide Introduction: Bromination of acetanilide to 4-bromoaniline was studied in this experiment. One of the most important mechanism with the reaction of aromatic compounds is the electrophilic aromatic substitution reactions(wade‚2013). The electrophilic aromatic substitution enable scientists to make substituted aromatic compounds. However‚ substitution groups affect the electrophilic substitution mechanism. A nitrogen atom attached to hydrogen is learned to be a powerful
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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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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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Synthesis of Acetanilide Reaction O NH2 + H3C C O O C CH3 O N C CH3 H + H3C O C OH Aniline Acetic anhydride Acetanilide Acetic acid Purpose: Acetanilide is a useful precursor to many pharmaceuticals such as acetaminophen and penicillin. Experimental Procedure. (Estimated time: 1.5 h.) Unless otherwise noted‚ all manipulations should be done in the chemical fume hood. Place 100 µL of aniline into a tared 10 X 75-mm test tube (standing in a small beaker or Erlenmeyer flask). Now add
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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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