MCQ
Which of the compound with molecular formula $C_5H_{10}$ yields acetone on ozonolysis?
- A${3-}$Methyl$-1-$butene
- BCyclopentane
- C${2-}$Methyl$-1-$butene
- ✓${2-}$Methyl$-{2-}$butene
✓
Answer
Correct option: D.
${2-}$Methyl$-{2-}$butene
d
$2-$methyl$-2-$butene (molecular formula $C_{5} H_{10}$ ) yields acetone on ozonolysis.
$2-$methyl$-2-$butene (molecular formula $C_{5} H_{10}$ ) yields acetone on ozonolysis.
$\underset{3-Methyl-1-butene}{\mathop{\begin{matrix}
{{H}_{3}}C-CH-CH=C{{H}_{2}} \\
|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\
C{{H}_{3}}\,\,\,\,\,\,\,\,\,\,\,\, \\
\end{matrix}}}\,\xrightarrow[(ii)\,Zn/{{H}_{2}}{{O}_{2}}]{(i)\,{{O}_{3}}}$ $\underset{2-Methylpro}{\mathop{\begin{matrix}
{{H}_{3}}C-CH-CH=O \\
|\,\,\,\,\,\,\,\,\,\,\,\,\, \\
C{{H}_{3\,\,\,\,\,\,\,\,\,\,\,\,\,}} \\
\end{matrix}}}\,+\underset{Formaldehyde}{\mathop{C{{H}_{2}}O}}\,$
$C_5H_{10}$ $\xrightarrow[(ii)\,Zn/{{H}_{2}}{{O}_{2}}]{(i)\,{{O}_{3}}}no\,reaction$
$\underset{2-Methyl-1-butene}{\mathop{\begin{matrix}
{{H}_{3}}C-C{{H}_{2}}-C=C{{H}_{2}} \\
|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\
C{{H}_{3\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}} \\
\end{matrix}}}\,\xrightarrow[(ii)\,Zn/{{H}_{2}}{{O}_{2}}]{(i)\,{{O}_{3}}}$
$\underset{Ethylmethylketone}{\mathop{\begin{matrix}
{{H}_{3}}C-C{{H}_{2}}-C=O \\
|\,\,\,\,\,\,\,\,\,\, \\
C{{H}_{3\,\,\,\,\,\,\,\,}} \\
\end{matrix}}}\,+\underset{Formaldehyde}{\mathop{C{{H}_{2}}O}}\,$
$\underset{2-Methyl-1-butene}{\mathop{\begin{matrix}
{{H}_{3}}C-C=CH-C{{H}_{2}} \\
|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\
C{{H}_{3\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}} \\
\end{matrix}}}\,\xrightarrow[(ii)\,Zn/{{H}_{2}}{{O}_{2}}]{(i)\,{{O}_{3}}}$ $\underset{Acetone}{\mathop{\begin{matrix}
\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,O \\
\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|| \\
{{H}_{3}}C-C \\
\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,| \\
\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,C{{H}_{3}} \\
\end{matrix}}}\,+\underset{Acetaldehyde}{\mathop{C{{H}_{3}}CHO}}\,$
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