Procedures: In a 25 mL roundbottom flask equipped with a stir bar, add 0.0010 mole(____mg, _mL; density = 1.08 g/mL) of 2-acetylpyridine and 10 mL of water. (Always work with 2-acetylpyridine in the hood. Strong odor-do you recognize it?) Stir the mixture vigorously. In a separate vial, dissolve 0.0010 mole (mg) nitrobenzaldehyde in a minimum amount of hot methanol. While still hot, add the solution of aldehyde into the vigorously stirring mixture in the roundbottom flask. Add 0.00025 mol (mg) of base (either sodium carbonate or sodium hydroxide) dissolved in 5 mL of water. Stir for one hour. (If heating, attach a reflux condenser to the reaction flask and heat in a hot water bath. Do not allow the water bath to exceed 65 °C.) Cool the reaction in an ice bath and collect the precipitate by suction filtration. Wash the solid with water (3x 10mL.)

Procedures: In a 25 mL roundbottom flask equipped with a stir bar, add 0.0010 mole(____mg, _mL; density = 1.08 g/mL) of 2-acetylpyridine and 10 mL of water. (Always work with 2-acetylpyridine in the hood. Strong odor-do you recognize it?) Stir the mixture vigorously. In a separate vial, dissolve 0.0010 mole (mg) nitrobenzaldehyde in a minimum amount of hot methanol. While still hot, add the solution of aldehyde into the vigorously stirring mixture in the roundbottom flask. Add 0.00025 mol (mg) of base (either sodium carbonate or sodium hydroxide) dissolved in 5 mL of water. Stir for one hour. (If heating, attach a reflux condenser to the reaction flask and heat in a hot water bath. Do not allow the water bath to exceed 65 °C.) Cool the reaction in an ice bath and collect the precipitate by suction filtration. Wash the solid with water (3x 10mL.)

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter19: Enolate Anions And Enamines

Section: Chapter Questions

Problem 19.67P

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