The proton NMR spectrum is shown for a compound with formula C6 H8 Cl2 O2. The two chlorine atom

Step 1: Analyze the molecular formula $u005Cmathrm{C}_6 u005Cmathrm{H}_8 u005Cmathrm{Cl}_2 u005Cmathrm{O}_2$. Th

The proton NMR spectrum is shown for a compound with formula...

The proton NMR spectrum is shown for a compound with formula $\mathrm{C}_6 \mathrm{H}_8 \mathrm{Cl}_2 \mathrm{O}_2$. The two chlorine atoms are attached to the same carbon atom. The infrared spectrum displays a strong band $1739 \mathrm{~cm}^{-1}$. The normal carbon-13 and the DEPT experimental results are tabulated. Draw the structure of this compound. $$ \begin{array}{ccc} \hline \text { Normal Carbon } & \text { DEPT-135 } & \text { DEPT-90 } \\ \hline 18 \mathrm{ppm} & \text { Positive } & \text { No peak } \\ 31 & \text { Negative } & \text { No peak } \\ 35 & \text { No peak } & \text { No peak } \\ 53 & \text { Positive } & \text { No peak } \\ 63 & \text { No peak } & \text { No peak } \\ 170 & \text { No peak } & \text { No peak } \end{array} $$

The proton NMR spectrum is shown for a compound with formula $\mathrm{C}_6 \mathrm{H}_8 \mathrm{Cl}_2 \mathrm{O}_2$. The two chlorine atoms are attached to the same carbon atom. The infrared spectrum displays a strong band $1739 \mathrm{~cm}^{-1}$. The normal carbon-13 and the DEPT experimental results are tabulated. Draw the structure of this compound.
$$
\begin{array}{ccc}
\hline \text { Normal Carbon } & \text { DEPT-135 } & \text { DEPT-90 } \\
\hline 18 \mathrm{ppm} & \text { Positive } & \text { No peak } \\
31 & \text { Negative } & \text { No peak } \\
35 & \text { No peak } & \text { No peak } \\
53 & \text { Positive } & \text { No peak } \\
63 & \text { No peak } & \text { No peak } \\
170 & \text { No peak } & \text { No peak }
\end{array}
$$

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