MCQ
The compound $CHCl = CHCHOHCOOH$ with molecular formula $C_4H_5O_3Cl$ can exhibit
  • geometric, optical position and functional isomerism
  • B
    geometric, optical and functional isomerism only
  • C
    position and functional isomerism only
  • D
    geometric and optical isomerism only

Answer

Correct option: A.
geometric, optical position and functional isomerism
a
$\underset{Geometric\,isomers\,\,\,\,\,\,\,\,\,\,\,\,}{\mathop{\begin{align}
   \underset{\,\,\,cis\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}{\mathop{\begin{matrix}
   ^{H}  \\
   _{Cl}  \\
\end{matrix}\begin{matrix}
   \backslash   \\
   /  \\
\end{matrix}C=C\begin{matrix}
   /  \\
   \backslash   \\
\end{matrix}_{CHOHCOOH}^{H}}}\, \\ 
  \underset{trans\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}{\mathop{\begin{matrix}
   ^{H}  \\
   _{Cl}  \\
\end{matrix}\begin{matrix}
   \backslash   \\
   /  \\
\end{matrix}C=C\begin{matrix}
   /  \\
   \backslash   \\
\end{matrix}_{H}^{CHOHCOOH}}}\, \\ 
\end{align}}}\,$

$\begin{matrix}
   \,\,\,\,\,O  \\
   \,\,\,\,\,||  \\
   CH=C-C-OC{{H}_{3}}  \\
   \,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
   \,Cl\,\,\,\,\,\,\,\,\,OH\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
\end{matrix}$ , $\begin{matrix}
   \,\,\,\,\,\,\,\,\,\,\,\,\,\,\,O  \\
   \,\,\,\,\,\,\,\,\,\,\,\,\,\,\,||  \\
   C{{H}_{3}}=C=C-OH  \\
   \,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
   \,Cl\,\,\,\,\,\,\,\,\,OH\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
\end{matrix}$

           Functional isomers

$\begin{matrix}
   H\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
   |\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
   {{H}_{2}}C-C=C-COOH  \\
   |\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
   Cl\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,OH\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
\end{matrix}$ , $\begin{matrix}
   {{H}_{2}}C-C=CH-COOH  \\
   |\,\,\,\,\,\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
   Cl\,\,\,\,\,\,\,OH\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
\end{matrix}$

            Position isomers

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