Question

Select the correct statement regarding the above shown reaction.

$(C{H}_3{)}_{3}C-\underset{OH}{\underset{|}{C}H}-C\equiv C-H\underset{isomerisation}{\overset{H^{\oplus }}{\to }}Product$

$\left(I\right)$ $\left(II\right)$

• A. $\left(I\right)$ and (II) give positive tests with Tollen's reagent.
• B. $\left(I\right)$ and (II) give positive tests with Fehling's solution.
• C. $\left(I\right)$ and (II) both react with Lucas reagent.
• D. $\left(I\right)$ and $\left(II\right)$ both liberate $H_2$ gas with sodium metal.

Answer 1

Answer: (A)

$\left(I\right)$ and (II) give positive tests with Tollen's reagent.

In acidic medium, compound (I) mesmerizes to compound (II). Compound (I) contains a terminal alkyne group and compound (II) contains an aldehyde group. Hence, they give positive test with Tollen's reagent.