Question

1-Methylcyclohexene is allowed to react with B${}_2$ H${}_6$. The product is then treated with H${}_2$ O${}_2$ and NaOH. The product formed is:

• A. 1-methlycyclohexanol
• B. 2-methlycyclohexanol
• C. methylcyclohexane
• D. cyclohexanol

Answer 1

Answer: (B)

2-methlycyclohexanol

This is an example of hydroboration oxidation reaction in an alkene is converetd to alcohol. The reagents used are (1) diborane (2) alkaline hydrogen peroxide. Hydration follows anti-Markownikoff's rule. -OH goes to the less substitued carbon atom.
Thus, the hydroboration oxidation of 1-methyl cyclohexene gives 2-methyl cyclohexanol.