What is the product for each of the reactions that you performed? Also note that the literature melting point for the aldol addition product is 106-108oC whereas the literature melting point for the condensation product is 154- 156oC.
Provide a complete mechanism. Show all intermediates and use appropriate arrow formalism throughout.
1.) In a 50-mL round-bottomed flask, with a spin bar, add 10mL of H2O solution which contains 1.0 mmol of 2-acetylpyridine. Stir the mixture vigorously.
2) Place 1.0 mmol of 4-nitrobenzaldehyde in a separate vial and dissolve using a minimum amount of warm MeOH. While still warm, add the solution of 4-nitrobenzaldehyde to the stirring mixture in the round-bottomed flask.
3) To this mixture add 0.25 mmol of Na2CO3 dissolved in 5 mL of H2O. (This is 0.5ml of Na2CO3 in 4.5 ml diluted water)
4) Attach a water-cooled reflux condenser and heat the reaction to reflux using an oil bath or a heating mantle.
5) After 1 hr of vigorous stirring at reflux, cool the reaction using an ice-water bath, collect the solid product using vacuum filtration. Wash the solid with H2O (3 x 10mL) and a minimal amount of cold MeOH.
6) Allow the product to dry on the vacuum for ~15 minutes, determine the yield, melting point and record the IR spectra of your product
What is the product for each of the reactions that you performed? Also note that the literature melting point for the aldol addition product is 106-108oC whereas the literature melting point for the condensation product is 154- 156oC.
Provide a complete mechanism. Show all intermediates and use appropriate arrow formalism throughout.
1.) In a 50-mL round-bottomed flask, with a spin bar, add 10mL of H2O solution which contains 1.0 mmol of 2-acetylpyridine. Stir the mixture vigorously.
2) Place 1.0 mmol of 4-nitrobenzaldehyde in a separate vial and dissolve using a minimum amount of warm MeOH. While still warm, add the solution of 4-nitrobenzaldehyde to the stirring mixture in the round-bottomed flask.
3) To this mixture add 0.25 mmol of Na2CO3 dissolved in 5 mL of H2O. (This is 0.5ml of Na2CO3 in 4.5 ml diluted water)
4) Attach a water-cooled reflux condenser and heat the reaction to reflux using an oil bath or a heating mantle.
5) After 1 hr of vigorous stirring at reflux, cool the reaction using an ice-water bath, collect the solid product using vacuum filtration. Wash the solid with H2O (3 x 10mL) and a minimal amount of cold MeOH.
6) Allow the product to dry on the vacuum for ~15 minutes, determine the yield, melting point and record the IR spectra of your product
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