Oxidation of cyclododecanol to cyclododecanone. Oxidation of an Alcohol 2022-10-03
Oxidation of cyclododecanol to cyclododecanone Rating:
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Oxidation of an Alcohol
Extract with 5ml of sodium bicarbonate solution and remove the aqueous layer. The IR peaks indicated that the alcohol had changed into a ketone. Conclusion From the results gathered I believe the experiment to be a success. Both were present and were very defined, but there was also a wide peak at 3500 indicating oxygen-hydrogen bonds. The paper will turn black if enough bleach has been added. Dissolve the product in a minimal amount of methanol.
This was then visible through Fourier Transform Infrared Spectroscopy FT-IR. It would not be expected to give a positive iodoform test because the product cyclododecanone does not contain a methyl ketone group and a positive iodoform test should contain a methyl ketone. Experimental: Chemicals: Name Structure Physical Cyclododecanol Solid, 278°C, 184. The IR spectra, even if incomplete does show oxidation of the sample. Insert plates into machine. Preview text Oxidation of Cyclododecanol Chem 341 sec 2 October 28, 2018 Introduction In this experiment we oxidized Cyclododecanol to form Cyclododecanone.
After performing the experiment, it was seen that the final mass of the pure product was less than the initial mass of the dry alcohol. This can indicate the presence of the unwanted compound or that of water left in the sample. The IR did not show any other unexpected peaks. Then precipitate with exorbitant amount of water. Through means of dehydration we removed the alcohol functional group and replaced it with a ketone. Some modifications were made.
Oxidation from -3 to -. Along with the difference in mass, the final IR results showed a change in the chemical. After purifying the solid, and vacuum filtering again, the mass decreased. If I were to redo the experiment I would 4. Transfer sample to a separatory funnel and add 5ml of diethyl ether.
Place in Rotovap to fully dry product. Oxidation from -2 to 0 e. It is likely that this is in fact water as the samples were vacuum filtered before imaging, however there was an issue with this process and the samples seemed to remain slightly moist. . This peak is supposed to be present in the Cyclododecanol but not in the Cyclododecanone.
Results: Chemical Weight Cyclododecanol. The FT-IR was expected to show peaks at 1700 for the double bonded oxygen and at 2800 for carbonhydrogen bonds. Dissolve a small amount of product in dichloromethane and place on salt plates. Oxidation from +1 to + c. Reduction from -2 to - d.
Lastly extract with 5ml of saturated sodium chloride and remove the aqueous layer. Reaction Scheme Theory Reaction Mechanism 4. Remove the remaining solution to a 25 mL Erlenmeyer flask and dry with a 2 scoop fulls of sodium sulfate for 10 minutes. Add the combined diethyl ether ~10 mL into a separatory funnel and wash with 5 mL of saturated sodium bicarbonate solution. Vent to avoid explosion of the bottle and remove the aqueous layer.
After vacuum filtering the first time, the mass increased. Some of this weight may be attributed to incomplete drying of the product before weighing. Filter through vacuum filtration and obtain melting point. Extract with 5ml aqueous sodium bisulfate and remove the aqueous layer. . . .