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@@ -37,7 +37,7 @@
 \affil[1]{Plano East Senior High School, Plano, TX, United States}
 
 \title{Acid-Catalyzed Tandem Hydrolysis--Esterification of Acetylsalicylic Acid 
-from Commerical Asprin Tablets to Form Methyl Salicylate}
+from Commerical Aspirin Tablets to Form Methyl Salicylate}
 % Use the \date command for email address(s) of corresponding authors
 
 
@@ -210,48 +210,41 @@ Following reflux, the reaction was quenched in ice-cold distilled water. Methyl
 
 The organic extract was dried over anhydrous \ce{MgSO4} and filtered to yield the pure essential oil.
 
-
 \section{Experimental}
 
+\subsection{Materials and Reagents}
+The starting material consisted of 50 Bayer Extra Strength aspirin tablets (500~mg ASA per tablet). The reaction used ACS-grade methanol and 96\% \ce{H2SO4}. A saturated solution of commercial iodized salt was used for the salting-out step.
 
-\section*{Acknowledgements}
+\subsection{Extraction and Filtration}
+The 50 tablets had a total initial mass of 30.148~g. These were crushed using a mortar and pestle into a fine powder. After grinding, 28.114~g of the powder was recovered, meaning some material was lost in the mortar. Based on the ratio of the original 25.000~g of ASA in the 30.148~g bulk, the actual amount of ASA moved into the beaker was 23.313~g (0.129~mol).
 
-Please use ``The authors thank \ldots'' rather than ``The authors would like to
-thank \ldots''.
+This powder was stirred in 190~mL of methanol for an hour. The mixture was then poured through a coffee filter to strain out the starch and cellulose binders. The resulting liquid had a faint pink tint, likely from the dyes used in the tablet coating.
 
-\section*{Supporting information}
+\subsection{Tandem Reaction and Reflux}
+The filtered liquid was poured into a 250~mL round-bottom flask. When the 5~mL of 96\% \ce{H2SO4} was added dropwise, the flask became hot to the touch and the liquid boiled locally where the acid hit. The flask was set up with a water-cooled condenser and boiled at a steady reflux for 60~min. During this time, the liquid lost its clarity and became slightly murky.
+
+\subsection{Isolation and Salting-Out}
+After boiling, the liquid was evaporated down to about 100~mL and then poured into 100~mL of ice-cold water. To help the oil separate from the water, 10~mL of saturated salt water was added. Because the total volume was too high for a single small container, the mixture was split into two 125~mL separatory funnels. In both funnels, the wintergreen oil sank to the bottom as a dense layer. These two layers were drained and combined.
+
+\subsection{Purification and Neutralization}
+The crude oil was washed twice with 50~mL of saturated \ce{NaHCO3} and seperated throguh gravity seperation. Both times, the mixture fizzed a lot as the acid was neutralized, so the funnel had to be vented constantly while shaking. This process removed the leftover sulfuric acid and the acetic acid byproduct, and the fizzy gas was the \ce{CO2} resulting from the neutralization reaction.
+
+\subsection{Theoretical Yield Analysis}
+The final oil was dried with anhydrous \ce{MgSO4} until it looked clear and then filtered through a cotton plug. Based on the starting amount of 23.313~g of ASA, the theoretical yield of methyl salicylate is:
+
+\begin{equation}
+    \text{Mass}_{\text{theoretical}} = 0.129\text{ mol} \times 152.15\text{ g/mol} = 19.627\text{ g}
+\end{equation}
+
+The final product was a clear oil with a very strong wintergreen scent. While the final yield was not recorded, the mass of final product was 
+much lower than 19.627 g, and the researchers estimate the percent yield to be near 10\%. This low yield is likely attrributed to the 
+equillibrium nature of the reaction. Additionally, substantial oil was lost in seperation to prevent accidental 
+passage of the aqueous layer.
 
-A listing of the contents of each file supplied as Supporting Information
-should be included. For instructions on what should be included in the
-Supporting Information as well as how to prepare this material for
-publications, refer to the journal's Instructions for Authors.
 
-The following files are available free of charge.
-\begin{itemize}
-  \item Filename-1: brief description
-  \item Filename-2: brief description
-\end{itemize}
 
 \printbibliography
 
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