In this experiment, a series of reactions was performed in order to synthesize 6-ethoxycarbonyl-3,5-diphenyl-2-cyclohexenone, an a,b-unsaturated ketone. The two reactions performed in order to obtain this product were a Michael addition reaction and an Aldol condensation reaction.
During this experiment, the reaction solution underwent several changes. Originally, the initial solution was light yellow and transparent. Once heated, the appearance of the reaction solution became bright yellow. After the solution was heated for an hour, the solution was poured onto ice, causing two layers to form. One layer was a white solid, while the other layer was yellow liquid. This was then disturbed, creating a milky yellow liquid. This solution was then …show more content…
The solid was then isolated through vacuum filtration, resulting in pale yellow-white powder. Next, acetone was used to dissolve the powered. This solution, a slightly cloudy yellow liquid, was then centrifuge, resulting in a clear yellow solution with solid impurities. The purified solution was then heated to remove the acetone. This step caused the product solution to become oily. Again, the solution was scratched, and 1.3331 g of powdery substance formed. Finally, recrystallization was performed, and resulted in a pale yellow-white powder. This was the final product, and the amount recovered was 1.1093 g. The percent yield for this product was 59.77 %, which was found by dividing the amount recovered by theoretical yield and then multiplying by 100. Errors did occur during this lab which caused a loss of product. Mostly, the loss of product happen during transfers. On instance of this was during recrystallization. All of the solid particles were not able to be transfer from the flask to the vacuum filter, therefore losing product. The error could have been prevented if more ice cold ethanol was used to transfer the …show more content…
In the IR spectrum, RM-10-1i, peaks that are present correspond to the functional groups in 6-ethoxycarbonyl-3,5-diphenyl-2-cyclohexenone. These functional groups are sp2 hybridized carbons at 3031 cm-1, sp3 hybridized carbons at 2981 cm-1, a carbonyl at 1735 cm-1, aromatic carbon-carbon stretching at 1660 cm-1, an ester carbon-oxygen stretching at 1144 cm-1, and alkene carbon-hydrogen stretching at 698 cm-1. There was no alcohol present in this spectra, indication that all of the catalyst was removed successfully. Also the presence of alkene functional group indicates neither starting material was present in the final product. This spectrum also resembles the spectrum in the procedure handout indicating the known wavelengths for this product. With the functional groups present, and also the matching spectra, the identity of the product is
During this experiment, the reaction solution underwent several changes. Originally, the initial solution was light yellow and transparent. Once heated, the appearance of the reaction solution became bright yellow. After the solution was heated for an hour, the solution was poured onto ice, causing two layers to form. One layer was a white solid, while the other layer was yellow liquid. This was then disturbed, creating a milky yellow liquid. This solution was then …show more content…
The solid was then isolated through vacuum filtration, resulting in pale yellow-white powder. Next, acetone was used to dissolve the powered. This solution, a slightly cloudy yellow liquid, was then centrifuge, resulting in a clear yellow solution with solid impurities. The purified solution was then heated to remove the acetone. This step caused the product solution to become oily. Again, the solution was scratched, and 1.3331 g of powdery substance formed. Finally, recrystallization was performed, and resulted in a pale yellow-white powder. This was the final product, and the amount recovered was 1.1093 g. The percent yield for this product was 59.77 %, which was found by dividing the amount recovered by theoretical yield and then multiplying by 100. Errors did occur during this lab which caused a loss of product. Mostly, the loss of product happen during transfers. On instance of this was during recrystallization. All of the solid particles were not able to be transfer from the flask to the vacuum filter, therefore losing product. The error could have been prevented if more ice cold ethanol was used to transfer the …show more content…
In the IR spectrum, RM-10-1i, peaks that are present correspond to the functional groups in 6-ethoxycarbonyl-3,5-diphenyl-2-cyclohexenone. These functional groups are sp2 hybridized carbons at 3031 cm-1, sp3 hybridized carbons at 2981 cm-1, a carbonyl at 1735 cm-1, aromatic carbon-carbon stretching at 1660 cm-1, an ester carbon-oxygen stretching at 1144 cm-1, and alkene carbon-hydrogen stretching at 698 cm-1. There was no alcohol present in this spectra, indication that all of the catalyst was removed successfully. Also the presence of alkene functional group indicates neither starting material was present in the final product. This spectrum also resembles the spectrum in the procedure handout indicating the known wavelengths for this product. With the functional groups present, and also the matching spectra, the identity of the product is