13. HYDROCARBONS (HM)
Explanation:
\(2-\)methyl\(-2-\)butene (molecular formula \(C_{5} H_{10}\) ) yields acetone on ozonolysis.
$\underset{3-Methyl-1-butene}{\mathop{\begin{matrix}
{{H}_{3}}C-CH-CH=C{{H}_{2}} \\
|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\
C{{H}_{3}}\,\,\,\,\,\,\,\,\,\,\,\, \\
\end{matrix}}}\,\xrightarrow[(ii)\,Zn/{{H}_{2}}{{O}_{2}}]{(i)\,{{O}_{3}}}$ $\underset{2-Methylpro}{\mathop{\begin{matrix}
{{H}_{3}}C-CH-CH=O \\
|\,\,\,\,\,\,\,\,\,\,\,\,\, \\
C{{H}_{3\,\,\,\,\,\,\,\,\,\,\,\,\,}} \\
\end{matrix}}}\,+\underset{Formaldehyde}{\mathop{C{{H}_{2}}O}}\,$
\(C_5H_{10}\) \(\xrightarrow[(ii)\,Zn/{{H}_{2}}{{O}_{2}}]{(i)\,{{O}_{3}}}no\,reaction\)
$\underset{2-Methyl-1-butene}{\mathop{\begin{matrix}
{{H}_{3}}C-C{{H}_{2}}-C=C{{H}_{2}} \\
|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\
C{{H}_{3\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}} \\
\end{matrix}}}\,\xrightarrow[(ii)\,Zn/{{H}_{2}}{{O}_{2}}]{(i)\,{{O}_{3}}}$
$\underset{Ethylmethylketone}{\mathop{\begin{matrix}
{{H}_{3}}C-C{{H}_{2}}-C=O \\
|\,\,\,\,\,\,\,\,\,\, \\
C{{H}_{3\,\,\,\,\,\,\,\,}} \\
\end{matrix}}}\,+\underset{Formaldehyde}{\mathop{C{{H}_{2}}O}}\,$
$\underset{2-Methyl-1-butene}{\mathop{\begin{matrix}
{{H}_{3}}C-C=CH-C{{H}_{2}} \\
|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\
C{{H}_{3\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}} \\
\end{matrix}}}\,\xrightarrow[(ii)\,Zn/{{H}_{2}}{{O}_{2}}]{(i)\,{{O}_{3}}}$ $\underset{Acetone}{\mathop{\begin{matrix}
\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,O \\
\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|| \\
{{H}_{3}}C-C \\
\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,| \\
\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,C{{H}_{3}} \\
\end{matrix}}}\,+\underset{Acetaldehyde}{\mathop{C{{H}_{3}}CHO}}\,$
