Question

A compound $‘A^{\prime }$ with the empirical formula $C_3{H}_6{O}_2$ has a fruity smell. It reacts with $\text{DIBAL}-H/H_{2}O$ at ultra low temperatures. After work-up, we get $‘X^{\prime }$ and $‘Y^{\prime }$. $‘X^{\prime }$ on treating with dilute $NaOH$ forms $‘Z^{\prime }$. ${}^{\prime }{Z}^{\prime }$ doesn’t have a hydroxyl group and it reacts with ${\left(C{H}_3\right)}_{2}CuLi$ to give $M$. $‘Z^{\prime }$ also reacts with $C{H}_{3}MgBr$ to give $‘N^{\prime }$. Based on this passage, answer the following questions:
Which of the following is/are true?

• A. $‘M^{\prime }$ has a carbon-carbon double bond
• B. $‘M^{\prime }$ is a carbonyl compound
• C. $‘N^{\prime }$ has a carbon carbon double bond
• D. $‘N^{\prime }$ is an alochol

Answer 1

Answer: (B), (C), (D)

$‘N^{\prime }$ is an alochol