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Organic Experiments_v3.pdf - Microsoft Edge online.ksu.edu/COMS/player/content/_16794/content/Modules/Organic%20Experiments-v3.pdf 7 of 13 Procedure Using your funnel, fill 5 ml (d-1.04 gmL-1) ofbenzaldehyde (1) and 120 mL of isopropanol (1/2 cup) in the flask. Add 2g of sodium hydroxide (NaOH) to the mixture. Then, add 2 mL of acetone to the mixture Attach the reflux condenser to the flask and attach the condenser@flask to the stand Make sure that the bottom of the flask does not touch the bottom of your heating pot and that the heating pot is filled with water to the middle of the flask. Make sure that the stand is not in contact with the heating plate or flame (depending on your type of kitchen stove) Turn on the heating source. Fill crushed ice or ice water in the reflux condenser the reflux condenser is cold enough and fill in more ice if necessary product in isopropanol cool down to room temperature experiment 9. Let the brown precipitate dry for 30 min. and then fill a sample in one of the Heat the solution for 1 h, the water in the heating pot should almost boil. Check that Carefully (HOT) remove the flask from the heating solution. Let the brown reaction Filter the brown filtrate off using the funnel and filter paper, as shown in the video of sample tubes and label it "P9" (for product of experiment 9) Step 3 Step1 enolate Step 2 hydroxy- ketone Step 4 Steps 1-5 Step 5 Reaction Mechanism of the Formation of Dibenzalacetone t O Ask me anything 11:50 AM 12/17/2015

Explanation / Answer

If you take only acetone first and add base will undergo internal aldol condenstation

end up with this product (CH3)2= C-CO-CH3

When you use Methyl-isopropyl ketone for aldol condentation, It will abstract only isopropyl C-H proton because tertiaryC_H proton more acidic than normal CH3

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