EAS Formal Lab (1)

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Virginia Commonwealth University *

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302

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Chemistry

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Apr 3, 2024

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docx

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8

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Sonakshi Rout 1 Abstract: The purpose of this experiment was to showcase an electrophilic substitution reacton synthesizing p-nitroacetanilide from acetanilide. The product will be purified by being collected by vacuum filtration and then by recrystallization. The product was later analyzed by TLCThe percent yield of this experiment was 49.5%. The experimental melting temperature was 208- 212°C which was slightly off the literature melting point. Reactions Chemical Properties Sneden, A. ; Moses, M.; EXPERIMENT 6: Electrophilic Aromatic Substitution: Preparation Of p- Nitroaniline. From CHEZ 302 Canvas Fall 2023 (accessed Dec 3, 2023)
Sonakshi Rout 2 Chemical Properties Hazard H 2 SO 4 (sulfuric acid) Molar Mass: 98.08 Boiling Point: 290 Density: 1.84 Corrosive Irritant HNO 3 (Nitric Acid) Molar Mass: 63.01 Boiling Point: 120.5 Density: 1.413 Flammable Corrosive Toxic CH 3 CH 2 OH (Ethanol) Molar Mass: 46.07 Boiling Point: 78 Density: 0.789 Flammable Irritant Acetanilide Molar Mass: 135.17 Melting Point: 113-115 Density: 1.219 Irritant Ethyl Acetate Molar Mass: 88.11 Boiling Point: 76.5-77.5 Density: 0.902 g/ml Flammable Irritant O-nitroacetanilide Molar Mass: 180.16 Melting Point: 90-93 1 Density: 1.34 Irritant 2 1 2 Sneden, A. ; Moses, M.; EXPERIMENT 6: Electrophilic Aromatic Substitution: Preparation Of p- Nitroaniline. From CHEZ 302 Canvas Fall 2023 (accessed Dec 3, 2023)
Sonakshi Rout 3 P-nitroacetanilide Molar Mass: 180.16 Melting Point: 213-215 Density: 1.34 Irritant Procedure In the hood a cold nitrating reagent was prepared by slowly adding 1.70 ml of cold concentrated sulfuric acid to 0.6 ml of cold concentrated nitric acid in a 50 mL Erlenmeyer flask. This mixture was swirled carefully in a ice bath so that the two mixtures were mixed properly together. In a second 50 mL Erlenmeyer flask 1.05 g of acetanilide was dissolved in 1.50 mL of concentrated sulfuric acid by slowly adding the acid to the solid and the swirl the mixture together. The flask was cooled in a ice bath when all of the solid acetanilide was dissolved. While the flask was still in the ice bath the cold nitrating reagent was added slowly to the acetanilide mixture dropwise and swirled after each addition to to mix the nitrating reagent with the acetanilide mixture properly. The fraction was immersed in an ice bath with intermittent swirling for a total of 20 minutes.10 mL of an ice water mixture was added to the flask and swirled to dilute the solids thoroughly and left to stand for 5 minutes with occasional swirling. Sneden, A. ; Moses, M.; EXPERIMENT 6: Electrophilic Aromatic Substitution: Preparation Of p- Nitroaniline. From CHEZ 302 Canvas Fall 2023 (accessed Dec 3, 2023)
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