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-methylcyclohexanol
• B. 2-methylcyclohexanol
• C. $(\pm )$ trans-2-methylcyclohexanol
• D. $(\pm )$ cis-2-methylcyclohexanol

Answer 1

Answer: (C)

$(\pm )$ trans-2-methylcyclohexanol

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 (±) trans2methylcyclohexanol. It is an example of hydroboration oxidation reaction. $-OH$ group is added to less substituted $C$ atom. Addition follows anti Markovnikov's rule.