Step 1: Analyze Compound P
\begin{itemize}
\item Iodoform Test (+): P contains a methyl ketone (\(CH_3-C=O\)) or methyl carbinol (\(CH_3-CH(OH)-\)) group.
\item Tollen's Test (-): P is not an aldehyde.
\end{itemize}
Step 2: Analyze Reaction and Compound Q
\begin{itemize}
\item Reaction: P + dilute acid \(\rightarrow\) Q. This implies hydrolysis (likely of an acetal, ketal, or enol ether).
\item Q Properties:
\begin{itemize}
\item Tollen's (+): Q contains an aldehyde group (\(-CHO\)).
\item Iodoform (+): Q contains a \(CH_3-C=O\) group.
\end{itemize}
\end{itemize}
So, Q must be a compound like 3-oxobutanal (\(CH_3-CO-CH_2-CHO\)).
Step 3: Deduce P
P must be a protected form of Q that masks the aldehyde (causing Tollen's negative) but keeps the ketone available (or a group that becomes a ketone).
A likely structure is the dimethyl acetal of the aldehyde group:
\[ CH_3-C(=O)-CH_2-CH(OCH_3)_2 \]
\begin{itemize}
\item Check P: Contains Ketone (Iodoform +), Acetal (Tollen's -). Matches criteria.
\item Hydrolysis: \(CH_3-C(=O)-CH_2-CH(OCH_3)_2 \xrightarrow{H_3O^+} CH_3-C(=O)-CH_2-CHO + 2CH_3OH\).
\item Check Q: Contains Ketone (Iodoform +) and Aldehyde (Tollen's +). Matches criteria.
\end{itemize}
Option 2 typically represents this acetal structure (or a related enol ether).