Question

1. What is oxone?

2. When preforming a chemical test to check that the oxidant was fully quenched, we used potassium iodide and two drops of acetic acid mix with the aqueous layer of an oxidation reaction solution form (-) borneal to boreone. What chemical was resonsible for the dark brown color that is indicative of a positive test?

3. We have called this oxidation green. What does the term mean, and in which way can we say that the process is green? Explain briefly by using the exact conditions in this process, such as termperature, solvent, and nature of oxidant. (we did this in room temperature, with ethyl acetate as solvent, oxidant was oxone)

4. A studient did a similar oxidation reaction as in this experiment. At the end, she obtained an IR spectrum of the product. Does the product appear pure, based on this spectrum? If not, what do you think a major impuity can be? explain. (reaction scheme in image below as well as IR spectrum data.

Question 4. A student did a similar oxidation reaction as in this experiment, see scheme below. At the end, she obtained an IR spectrum of the product. Does the product appear pure, based on this spectrum? If not, what do you think a major impurity can be? Explain. (5 points) OH oxidation cyclohexanol cyclohexanone

Answer 1

1) Oxone is Potassium peroxymonosulfate, it acts as an oxidizing agent.

2) The I- is oxidized by the excess of oxidant and the brown color indicates the presence of this oxidant. Generally, the test mixture is added with a starch solution to give deep blue/dark brown color indicates that the oxidant is still present in the reaction mixture.

3) Green reaction (here it is oxidation): Any reaction that neither uses any hazardous substance nor it creates hazardous waste. Additionally, the green reaction uses less and environment-friendly reagents and solvents and gives a good atom economy.
There are mainly three green principles used in this reaction:
i) The reaction creates environment-friendly waste
ii) The oxidant used in the reaction is oxone which is much safer than the traditional chromium-based oxidants.
iii) the starting material is borneol, naturally occurring and can be reproduced in naturally.
iv) Ethyl acetate is comparatively green solvent and can be recycled after use.

4) The IR shows a peak at 3331: indicating the presence of -OH stretching, -OH functional group is not expected in the product. It may come from the starting material cyclohexanol.
There is a carbonyl peak at 1717. Hence the product contains ketone as expected.
Thus the product is not pure and is contaminated with starting material cyclohexanol.