Question

Hex-4-ene-2-ol on treatment with PCC gives 'A'. 'A' on reaction with sodium hypoiodite gives 'B', which on further heating with soda lime gives 'C. The compound 'C' is ______.

Options

• 2- pentene 

• proponaldehyde 

• 2-butene

• 4-metbylpent-2-ene

Answer 1

Hex-4-ene-2-ol on treatment with PCC gives 'A'. 'A' on reaction with sodium hypoiodite gives 'B', which on further heating with soda lime gives 'C. The compound 'C' is 2-butene.

Explanation:

\[\begin{array}{cc}
\ce{CH3 - CH = CH - CH2 - CH - CH3}\phantom{..}\\
\phantom{..................}|\\
\phantom{....................}\ce{OH}\\
\ce{PCC \downarrow}\phantom{....}\\
\ce{CH3 - CH = CH - CH2 - C - CH3 (A)}\\
\phantom{................}||\\
\phantom{................}\ce{O}\\
\ce{NaOI\downarrow}\phantom{.....}\\
\phantom{..}\ce{CII3 - CH = CH - CH2 \phantom{..} \underset{(B)}{COOH} + CHI3}\\
\ce{NaOH + CaO \downarrow - CO2}\phantom{......}\\
\phantom{..}\ce{CH3 - CH \underset{But-2-ene}{\underset{(C)}{=}}CH - CH3}
\end{array}\]