Introduction:
This reaction is carried out by adding benzaldehyde and acetone into a flask. The product created is a 1,5-diphenyl-1,4-pentdiene-3-one, which includes two double bonds, and two benzyl ring functional groups. This is a dehydration reaction that occurs twice in order to form the diene. After obtaining the product, via vacuum filtration, it will be recrystallized and then analyzed for purity by determining both products’ melting point. The two products will be compared.
Chemical Reactions:
References: 1. Aldol Condensation Revised Procedure http://www.xula.edu/chemistry/documents/orgleclab/23Aldol.pdf 2. Aldol Condensation Notes http://www.xula.edu/chemistry/documents/orgleclab/Aldol_notes.pdf Data and Observations:
Volume of Ethanol: 4.1 mL
Volume of NaOH: 4.2 mL
Volume of Benzaldehyde: 2.0 mL
Total Crude Mass: 3.082g
Total Recrystallized Product Mass: 0.863g
Crude Percent Yield: 67%
Recrystallized Percent Yield: 18.7%
Crude Melting Point Range: 53°-96°C
Recrystallized Product Melting Point Range: 70°-113°C
All starting materials were clear colorless liquids.
Upon mixing, solution turned yellow and yellow precipitate began to form.
Mixture smells like cherries.
Calculations:
Conclusion:
The reaction is first created by adding 4.2 mL of NaOH and 4.1 mL of Ethanol into a beaker. About 3 mL of acetone and 2.0 mL of Benzaldehyde are added into a separate beaker. After adding the two clear solutions together, a yellow color precipitate begins to form. Also, the smell of cherries emits from the solution. The solution sat for about 15 minutes before proceeding.
A vacuum filtration is then used to obtain a crude product. While emptying the product onto the filter paper, not all of the precipitate was removed, this may cause a lower percent yield. After a few minutes, the vacuum was disconnected, and the crude product was rinsed with a little bit of ethanol, reconnected and vacuum