#15 Synthesis of Ethyl Salicylate from Salicylic Acid

(.1063 KIO31) (1 mol KIO214 g) x 6 mol S2O41 mol KIO= .00298.04150= .259 M

Salicylic acid was esterfied using acetic acid and sulfuric acid acting as a catalyst to produce acetylsalicylic acid and acetic acid. The phenol group that will attack the carbonyl carbon of the acetic anhydride is the –OH group that is directly attached to the benzene since it is more basic than the –OH group attached to the carbonyl group. This method of forming acetylsalicylic acid is an esterification reaction. Since this esterification reaction is not spontaneous, sulfuric acid was used as a catalyst to initiate the reaction. Sulfuric acid serves as the acid catalyst since its conjugate base is a strong deprotonating group that is necessary in order for this reaction to be reversible. The need for the strong conjugate base is the reason why other strong acids such as HCl is not used since its conjugate base Cl- is very weak compared to HSO3-. After the reaction was complete some unreacted acetic anhydride and salicylic acid was still be present in

Acetylsalicylic acid has a molar mass of 180.16 g/mol. It has a melting point range of 134-136°C. Acetylsalicylic acid is toxic and an irritant.

In this experiment, the Fischer Esterification of an unknown acid and an unknown alcohol was used to prepare an unknown ester. Sulfuric acid was used as a catalyst in the reaction which then was put under reflux. After cooling, the pH of the solution was raised to approximately 8 using sodium carbonate. Diethyl ether was added, then the aqueous layer was removed and the organic layer was washed with sodium chloride. The aqueous layer was removed again and sodium sulfate was added. The unknown product was then identified using gas chromatography (GC) to obtain the retention time.

I hypothesize that salicylic acid will react with acetic anhydride to produce acetylsalicylic acid (aspirin) and acetic acid (vinegar).

0.53×2×180.192 g = 191gms 5.

The following question refers to the following: The solubility of silver phosphate (Ag3PO4) at 25oC is 1.63e–5 mol/L.

The ES content is 0.0 and then you will have to add the two amounts to gether to get 2.5 pounds

Condensation reaction is a chemical reaction that joins two reactants to form a larger molecule with the loss of a small molecule, usually water. 1 This reaction is used as a basis for many important process in the plastic/food industry. The most common being the formation of ester, also known as esterification. When a carboxylic acid is reacted with alcohol in the presence of a dehydrating agent, ester and water molecule are formed as products:

.70 grams of iron from the total mass of the mixture (3 grams) the mass percent of the mixture was determined to be 23% iron.

We can assume that the specific heat capacity of water is 4.18 J / (g × °C) and the density of water is 1.00 g/mL.

of 6 to 10 g/dL. The other values are all within the range of normal.

Purpose: The purpose of the experiment was to perform the acid-catalyzed Fischer Esterification of acetic acid and isopentyl alcohol to form isopentyl acetate, or banana oil, which is used in flavor industries. The equilibrium of the reaction was changed by adding an excess amount of acetic acid. The reaction was refluxed and product was purified by extraction and distillation. Isopentyl acetate was analyzed by infrared spectroscopy and 1H NMR spectroscopy.

For this experiment, Alcohol D and Acid 2 reacted in the presence of concentrated sulfuric acid, resulting in a colorless solution with brown layer on top. After washes with sodium bicarbonate and brine, the pale-yellow liquid product was dried and then distilled. Distillation resulted in two colorless fractions, the second of which had a boiling point of 69-70 ˚C. This boiling point is unrealistic for any compound obtained in this experiment, so it was not used in identifying the product. After distillation, both fractions were spectroscopically analyzed. The IR and NMR spectra obtained for both fraction were identical, meaning both fractions contained exactly the same substance. Both fractions also smelled the same, like piña colada, therefore confirming this conclusion. This outcome also meant that the amount of product synthesized was 5.7393 g.

After that, it is crucial to convert the mass to volume. The water density at a temperature will aid this process. The compliance of the Volume Occupied by 1.000g of Water Weigh in Air table is deemed necessary throughout the comparison.