Question

Carboxylic acids, such as valeric acid (pentanoic acid, C$_5$H$_{10}$O$_2$), often give a strong fragment ion at m/z (M - 17). What is the likely structure of this cation derived from valeric acid? Show by drawing contributing structures that it is stabilized by resonance. \begin{itemize} \item Only show specific types of hydrogen atoms: \begin{itemize} \item Hydrogen atoms not attached to carbon atoms \end{itemize} \item Apply formal charges where appropriate. \item Assign lone pairs and radical electrons where appropriate. \item Omit arrows and + signs between structures. \end{itemize}

          Carboxylic acids, such as valeric acid (pentanoic acid, C$_5$H$_{10}$O$_2$), often give a strong fragment ion at m/z (M - 17). What is the likely structure of this cation derived from valeric acid?
Show by drawing contributing structures that it is stabilized by resonance.
\begin{itemize}
    \item Only show specific types of hydrogen atoms:
        \begin{itemize}
            \item Hydrogen atoms not attached to carbon atoms
        \end{itemize}
    \item Apply formal charges where appropriate.
    \item Assign lone pairs and radical electrons where appropriate.
    \item Omit arrows and + signs between structures.
\end{itemize}

Carboxylic acids, such as valeric acid (pentanoic acid, C5H10O2), often give a strong fragment ion at m/z (M - 17). What is the likely structure of this cation derived from valeric acid?
Show by drawing contributing structures that it is stabilized by resonance.

* Only show specific types of hydrogen atoms:

* Hydrogen atoms not attached to carbon atoms

* Apply formal charges where appropriate.

* Assign lone pairs and radical electrons where appropriate.

* Omit arrows and + signs between structures.

Added by David C.

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