Problems and exercisesPreparation

1. Which carbonyl compound is obtained?

Give the carbonyl compound obtained in each case:

1. Oxidation of 2-butanol with K₂Cr₂O₇/H₂SO₄.
2. Oxidation of 1-butanol with pyridinium chlorochromate (PCC).
3. Ozonolysis of 1-methylcyclohexene followed by Zn/H₂O.
4. Hydration of 1-hexyne with H₂SO₄/HgSO₄.
5. Benzene with propanoyl chloride and AlCl₃.
6. Benzonitrile with ethylmagnesium bromide, followed by acid hydrolysis.

2. Two routes to the same ketone

Propose two different methods to prepare cyclohexyl methyl ketone (1-cyclohexylethanone).