CHM 2120 Lecture Notes - Lecture 10: Nitration, Electrophile, Electrophilic Aromatic Substitution

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Reaction mechanisms for ortho, para, and meta (obtained from lab manual): See chm 1321 introductory organic chemistry laboratory manual 2017, pages 53 54. The acetanilide consisted of small taupe-brown, flat, irregularly shaped, sharp-edged pieces. The sulfuric acid was clear; it caused a burning sensation in nose. The nitric acid was a colorless, odorless liquid. When the above 3 substances were mixed together, the reaction mixture turned a brown-green color. When mixing the two acids together, reaction mixture became very warm, indicating an exothermic reaction. Acetanilide was a very diluted pale yellow color. When the brown-green reaction mixture was added to cold icy water, the solution turned a bright, true yellow. The yellow product obtained from suction filtration had a chalk-like consistency. Upon trying to dissolve this product in ethanol, it did not actually fully dissolve. Pieces of undissolved yellow solids were clearly visible in the clear ethanol. Upon doing the second filtration, there was considerably less product.

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