Question

Choose the correct option for the following reaction:

• A.

  

• B.

  

• C.

  

• D.

  

Answer 1

Answer: (A), (D)

The explanation for the correct option:

(A), (D):

1. In the first step, the cyclohexanone reacts with Methyl Magnesium Bromide to give tertiary alcohol which further reacts with conc. $\mathrm{HCl}$ to give $1$-chloro-$1$-methylcyclohexane(S)
2. The above tertiary alcohol reacts with $20\%{\mathrm{H}}_3{\mathrm{PO}}_4$ at $360\mathrm{K}$ to form the dehydration product which undergoes Antimarkonikov reaction to from $1$-bromo-$2$-methylcyclohexane(S).
3. The dehydrated product reduces to alkane which further undergoes radical substitution to formed $1$-bromo-$1$-methylcyclohexane(T).
4. The above points can be explained in the detailed diagram below:

The explanation for the incorrect option:

(B) The above-detailed explanation shows that option(B) is incorrect.

(C) The above-detailed explanation shows that option(C) is incorrect.

Therefore, option(A), (D) are correct.