Question

An alcohol $(A)$ on dehydration gives $(B)$ which adds bromine molecule to give $(C). (C)$ on heating with sodamide gives $(D)$ which on hydration in the presence of $Hg^{++}/H_{2}SO_{4}$ gives $(E). E$ on reduction by lithium aluminium hydride gives $(A). (E)$ is also obtained on dry distillation of calcium salt of acetic acid. How many enolisable proton present in the product $(E)$?

• A. $2$
• B. $6$
• C. $3$
• D. $0$

Answer 1

Answer: (B)

$6$

Answer 2

The overall reaction can be summarised as: By given hint, it is clear that $E$ is acetone hence overall sequences of reactions will be