Cyclododecanol to cyclododecanone. Oxidation of an Alcohol 2022-10-27

Cyclododecanol to cyclododecanone Rating: 4,7/10 1454 reviews

Cyclododecanol and cyclododecanone are both organic compounds that belong to a class of molecules known as cycloalkanols and cycloalkanones, respectively. Cycloalkanols are characterized by a cyclic ring structure with a hydroxyl (-OH) group attached, while cycloalkanones have a carbonyl (-C=O) group in place of the hydroxyl group.

Cyclododecanol is a white, waxy solid at room temperature and has a molecular formula of C12H26O. It is a saturated compound, meaning it has no double bonds between its carbon atoms, and is classified as a medium-chain alcohol. It is often used as a starting material in the synthesis of other chemicals and as a lubricant in various applications.

Cyclododecanone, on the other hand, is a colorless liquid with a molecular formula of C12H24O. It is an unsaturated compound, meaning it has at least one double bond between its carbon atoms. It is commonly used as a solvent and intermediate in the production of a variety of chemicals, including pharmaceuticals, dyes, and resins.

The synthesis of cyclododecanol and cyclododecanone can be achieved through several different routes, depending on the desired starting materials and desired end product. One common method for synthesizing cyclododecanol involves the reduction of cyclododecanone using a reducing agent such as lithium aluminum hydride or sodium borohydride. This process involves the addition of a hydrogen atom to the carbonyl group, converting it into a hydroxyl group.

Alternatively, cyclododecanone can be synthesized from cyclododecanol through the process of oxidation. This involves the removal of a hydrogen atom from the hydroxyl group, converting it into a carbonyl group. Various methods can be used for this process, including the use of a strong oxidizing agent such as potassium permanganate or ozone.

In summary, cyclododecanol and cyclododecanone are closely related compounds that differ in their functional groups and reactivity. Cyclododecanol is a saturated alcohol, while cyclododecanone is an unsaturated ketone. Both compounds have various uses in industry and can be synthesized through various methods depending on the desired starting materials and end products.

Oxidation of an Alcohol

cyclododecanol to cyclododecanone

Our FT-IR gave us peaks at 1700 and 2800 and this was expected because of the double bonded Oxygen and single bonded Carbon Conclusion: The results of this experiment seemed to be successful, with only some minor impurities in our sample, it gave us near perfect results. 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. Obtain a melting point of the final product. There were no real surprises in the results and it was a very successful experiment. Recrystallization: -Recrystallize the crude cyclododecanone with a mixture of methanol and water. Theory: -Filter through a funnel with flter paper and remove the solvent by rotary evaporation. Remove aqueous layer and further extract extra aqueous layers.

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Oxidation of Cyclododecanol

cyclododecanol to cyclododecanone

After purifying the solid, and vacuum filtering again, the mass decreased. Our FT-IR gave us peaks at 1700 and 2800 and this was expected because of the double bonded Oxygen and single bonded Carbon Conclusion: The results of this experiment seemed to be successful, with only some minor impurities in our sample, it gave us near perfect results. Test the solution with iodine test paper. There could be potential human error which resulted in a lower %recovery. Experimental: Chemicals: Name Structure Physical Cyclododecanol Solid, 278°C, 184. In our reaction, NaClO is the oxidizing agent and Cyclododecanol is being reduced. Some modifications were made.

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cyclododecanol to cyclododecanone

Oxidation of Cyclododecanol CHEM 341 Introduction: The purpose of this lab was to oxidize Cyclododecanol to form Cyclododecanone by using dehydration to remove a functional group off of Cyclododecanol and replace it with a ketone to form Cyclododecanone. Reduction from -2 to - d. After vacuum filtering the first time, the mass increased. The IR peaks indicated that the alcohol had changed into a ketone. There could be potential human error which resulted in a lower %recovery.

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cyclododecanol to cyclododecanone

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. IR Spectroscopy: -Obtain a salt plate and place a small spatula tip of your product in a test tube. The experimental melting point was only 3 degrees off of the actual melting point, but there were still impurities in our final product. Results: Chemical Weight Cyclododecanol. Oxidation from -3 to -. Oxidation from +1 to + c. Oxidation of Cyclododecanol CHEM 341 Introduction: The purpose of this lab was to oxidize Cyclododecanol to form Cyclododecanone by using dehydration to remove a functional group off of Cyclododecanol and replace it with a ketone to form Cyclododecanone.

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cyclododecanol to cyclododecanone

Along with the difference in mass, the final IR results showed a change in the chemical. The species that is oxidized loses electrons and the species that is reduced gains electrons. Theory: The reaction taking place is a redox reaction, where one species is oxidized and one is reduced. Add a stir bar and position the flask inside a cloth heating mantle above a stir plate. Redox reactions tend to mean the loss or gain of electrons, but in Organic Chemistry it refers to the addition or reduction of an Oxygen bond. . Obtain a melting point of the final product.

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cyclododecanol to cyclododecanone

Oxidation from -2 to 0 e. There were no real surprises in the results and it was a very successful experiment. Attach the water hoses and secure all parts in place with clamps. Allow mixture to reflux for 15min. The experimental melting point was only 3 degrees off of the actual melting point, but there were still impurities in our final product. When this happens, we can see this change in the Fourier-transform infrared spectroscopy FTIR , which shows us what functional groups there are in a compound. .

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cyclododecanol to cyclododecanone

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cyclododecanol to cyclododecanone

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cyclododecanol to cyclododecanone

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