Aldol Condensation – Benzaldehyde + Acetaldehyde --------à Cinnamaldehyde 1. 0.1

Question

Aldol Condensation – Benzaldehyde + Acetaldehyde --------à Cinnamaldehyde

1. 0.150 g benzaldehyde

2. 0.80 mL ethyl Alcohol

3. 0.10 mL sodium hydroxide

4. 0.055 mL acetaldehyde

5. Combine into 5-mL conical vial and shake it (turns yellowàdark yellowàred-orange)

6. 2-mL ice water added to 5-mL conical vial and forms red oily solid with pale yellow liquid

7. Transferred to small beaker with 3-mL ice water

8. Stir precipitate and break it up and collect on Hirsch funnel. Rinsed small beaker with ice cold water

[when we did this, all we got was some yellow-orange stains on the filter paper and no solid] Any advice on what we should fix in our procedure because I am getting no product? Thank you

We used this as the guideline below

Explanation / Answer

I think you are adding the ice water before the solid is formed. you have to be very carefull about each step, if you add the water you don let the solid precipate, i may take some time, Be aware on the time you have to wait until the chrystallization ends before you do the recrystallization,

Then wait until the temperature of the water goes down to let the recrystallization occur.

Also as i read in the book the reaction they are doing is between and aldehyde and a ketone, you are trying a two aldehydes reaction, you should take a good look on that too.

I know that the aldol condensation may happen between two aldehydes but this procedure is to an aldehyde and a ketone.

Be aware of all the temperature changes that the guide is telling you.

Hope it works out great, the Cinnamaldehyde smells great ;)

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