Oxidation of cyclododecanol to cyclododecanone. 341 formal lab report cyclodecanol 2022-11-08

Oxidation of an Alcohol

Then precipitate with exorbitant amount of water. Insert plates into machine. . Transfer sample to a separatory funnel and add 5ml of diethyl ether. Filter through vacuum filtration and obtain melting point. After vacuum filtering the first time, the mass increased. The IR spectra, even if incomplete does show oxidation of the sample.

341 formal lab report cyclodecanol

This was then visible through Fourier Transform Infrared Spectroscopy FT-IR. Along with the difference in mass, the final IR results showed a change in the chemical. Experimental: Chemicals: Name Structure Physical Cyclododecanol Solid, 278°C, 184. Results: Chemical Weight Cyclododecanol. Some modifications were made. Conclusion From the results gathered I believe the experiment to be a success. Preview text Oxidation of Cyclododecanol Chem 341 sec 2 October 28, 2018 Introduction In this experiment we oxidized Cyclododecanol to form Cyclododecanone.

Oxidation from -3 to -. If I were to redo the experiment I would 4. Dissolve a small amount of product in dichloromethane and place on salt plates. Reaction Scheme Theory Reaction Mechanism 4. 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. Place in Rotovap to fully dry product.

After purifying the solid, and vacuum filtering again, the mass decreased. Add the combined diethyl ether ~10 mL into a separatory funnel and wash with 5 mL of saturated sodium bicarbonate solution. The FT-IR was expected to show peaks at 1700 for the double bonded oxygen and at 2800 for carbonhydrogen bonds. Extract with 5ml aqueous sodium bisulfate and remove the aqueous layer. 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. The IR peaks indicated that the alcohol had changed into a ketone.

Dissolve the product in a minimal amount of methanol. Oxidation from -2 to 0 e. This peak is supposed to be present in the Cyclododecanol but not in the Cyclododecanone. Some of this weight may be attributed to incomplete drying of the product before weighing. 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. Oxidation from +1 to + c.

The IR did not show any other unexpected peaks. Through means of dehydration we removed the alcohol functional group and replaced it with a ketone. Reduction from -2 to - d. Extract with 5ml of sodium bicarbonate solution and remove the aqueous layer. 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. Vent to avoid explosion of the bottle and remove the aqueous layer.

Lastly extract with 5ml of saturated sodium chloride and remove the aqueous layer. This can indicate the presence of the unwanted compound or that of water left in the sample. Remove the remaining solution to a 25 mL Erlenmeyer flask and dry with a 2 scoop fulls of sodium sulfate for 10 minutes. . . .

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