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Organic Experiments_v3.pdf - Microsoft Edge online.ksu.edu/COMS/player/content/_16794/content/Modules/Organic%20Experiments-v3.pdf Procedure Using your funne, fill 5 ml (d-1.04 gmL) of benzaldehyde (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 condenserflask 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 fil in product in isopropanol cool down to room temperature 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 ser is cold enough and fill in more ice if necessary experiment 9. Let the brown precipitate dry for 30 min. and then fill a sample in one of the sample tubes and label it "P9" (for product of experiment 9) Saep 3 Step 1Sap2 hydroxy- Step 4 Steps 1-5 Step5 Reaction Mechanism of the Formation of Dibenzalacetone Prelab t O Ask me anything 9:06 PM 12/15/2015

Explanation / Answer

Although as per explanation the dehydartion product that is conjugated carbonyl is stable but in presence of base it cleaves back to acetone and aldehyde in retero-aldol fashion. In that case adding excess acetone will shift the equlibrium in forward direction i.e. towards formation of conjugated carbonyl (eneone) which is our desired product.

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