diff --git a/main.pdf b/main.pdf index f488297..a3634c2 100644 Binary files a/main.pdf and b/main.pdf differ diff --git a/main.tex b/main.tex index fa1599b..c83d258 100644 --- a/main.tex +++ b/main.tex @@ -127,6 +127,62 @@ The heterogeneous mixture was subsequently clarified via filtration through a ce \end{table} +\subsection{\ce{H2SO4} Catalyzed Tandem Hydrolysis--Esterification} + +The conversion of ASA to methyl salicylate proceeds via a one-pot tandem sequence (Scheme~\ref{sch:mechanism}). Concentrated \ce{H2SO4} serves as a Brønsted acid catalyst, activating the carbonyl groups toward nucleophilic attack by methanol, and as a dehydrating agent to shift the equilibrium. + +\begin{scheme}[H] + \centering + \small + \setchemfig{atom sep=2.0em, compound sep=5em, nodesep=2pt} + + % Wrapper to ensure vertical alignment of the three main components + \begin{tabular}{ccc} + \chemname{ + \chemfig{*6(-=-(-O-[:-30](=[:-90]O)-[:+30]CH_3)=([:60]-[:90](=[:150]O)-[:30]OH)-=)} + }{\footnotesize Acetylsalicylic Acid} + & + \parbox{2.5cm}{\centering $\xrightarrow[\Delta]{\ce{CH3OH, H2SO4}}$} + & + \chemname{ + \chemfig{*6(-=-(-OH)=([:60]-[:90](=[:150]O)-[:30]O-[:+90]CH_3)-=)} + }{\footnotesize Methyl Salicylate} + \end{tabular} + + \vspace{1.5em} + \caption{Tandem deacetylation and Fischer esterification sequence.} + \label{sch:mechanism} +\end{scheme} + +The transformation encompasses two concurrent equilibrium-driven processes: + +\begin{enumerate} + \item \textbf{Acid-Catalyzed Solvolysis:} The acetoxy group undergoes transesterification with methanol to yield salicylic acid and methyl acetate (Eq~\ref{eq:solvolysis}). + \item \textbf{Fischer Esterification:} The carboxylic acid is esterified by the methanol solvent (Eq~\ref{eq:fischer}). +\end{enumerate} + +\begin{equation} + \ce{R-OCOCH3 + CH3OH <=>[H+] R-OH + CH3COOCH3} + \label{eq:solvolysis} +\end{equation} + +\begin{equation} + \ce{Ar-COOH + CH3OH <=>[H+] Ar-COOCH3 + H2O} + \label{eq:fischer} +\end{equation} + +To drive the reaction toward the methyl salicylate product, a substantial stoichiometric excess of methanol was employed, utilizing Le Chatelier's principle to overcome the reversible nature of the esterification. + +\subsection{Work-up and Purification} + +Following reflux, the reaction was quenched in ice-cold distilled water. Methyl salicylate ($\rho \approx 1.17$ g/mL) was isolated as the organic phase via liquid--liquid extraction. Residual acidic species (\ce{H2SO4}, \ce{CH3COOH}) were neutralized using saturated \ce{NaHCO3}: + +\begin{equation} + \ce{H2SO4(aq) + 2NaHCO3(aq) -> Na2SO4(aq) + 2CO2(g) + 2H2O(l)} +\end{equation} + +The organic extract was dried over anhydrous \ce{MgSO4} and filtered to yield the pure essential oil. + \subsection{Outline} The document layout should follow the style of the journal concerned. Where