MCQ
An optically active compound $C_6H_{12}O$ gives positive test with $2, 4$ - dinitrophenyl hydrazine, but negative with Tollens' reagent, what is the structure of  the compound ?
  • A
    $\begin{matrix}
       O\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
       ||\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
       C{{H}_{3}}-C-C{{H}_{2}}-C{{H}_{2}}-C{{H}_{2}}-C{{H}_{3}}  \\
    \end{matrix}$
  • B
    $\begin{matrix}
       O\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
       ||\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
       H-C-CH-C{{H}_{2}}-C{{H}_{2}}-C{{H}_{3}}  \\
       |\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \,\,\,  \\
       C{{H}_{3}}\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
    \end{matrix}$
  • $\begin{matrix}
       O\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
       ||\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
       C{{H}_{3}}-C-CH-C{{H}_{2}}-C{{H}_{3}}  \\
       |\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
       \,\,\, C{{H}_{3}}\,\,\,\,\,\,\,\,\,\,  \\
    \end{matrix}$
  • D
    $\begin{matrix}
       \,\,\,\,O  \\
       \,\,\,||  \\
       C{{H}_{3}}-C{{H}_{2}}-C-CH-C{{H}_{3}}  \\
       \,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|  \\
       \,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,C{{H}_{3}}  \\
    \end{matrix}$

Answer

Correct option: C.
$\begin{matrix}
   O\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
   ||\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
   C{{H}_{3}}-C-CH-C{{H}_{2}}-C{{H}_{3}}  \\
   |\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
   \,\,\, C{{H}_{3}}\,\,\,\,\,\,\,\,\,\,  \\
\end{matrix}$
c
$2,4-DNP$ is test for aldehyde and ketone

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