Question

1. How would you interpret results if the chromic acid test gave a blue-green color quickly
AND the iron (III) test gave a purple color?

2. Draw the mechanisms for the oxidation of 2-propanol in chromic acid and phenol in
FeCl3 solution as performed above.

3. Which compound will oxidize faster in FeCl3 solution, 4-nitrophenol or 4-aminophenol?
Explain your answer.

4. What are the products from the oxidation of the following alcohols by Jones' reagent
(CrO3 in 50% sulfuric acid)? Explain if no reaction occurs.
1-methylcyclohexanol
3,3-dimethylcyclopentanol
3-methyl-1-hexanol
3-ethyl-3-hexanol

Answer 1

4

1) 1-methylcyclohexanol will give 1 methylcyclohexanone

2)as it is 3⁰ alcohol it will not go for oxidation

3)it will give 3- methyl-1-hexanoic acid

4)as it is 3⁰ alcohol it will not go for oxidation