Methyl Benzoate Synthesis

After 28 minutes, the mixture stopped boiling, and approximately 4.5 ml of bromobenzene was added drop by drop in the mixture, and color of the mixture was turned light brown orange. Then, the phenylmagnesium bromide was cooled in ice bath for a few minutes, and 10 ml of anhydrous diethyl ether was added in the mixture by using the syringe. After that, approximately 2.3 ml of methyl benzoate was added to the reaction, and it was added slowly slowly because the reaction was exothermic which needed to be cool in order to maintain a gentle reflux. Once all the methyl benzoate solution was added, the heating mantle was removed from the reaction flask and was cooled to the room temperature. During the reaction, a milky white salt began to precipitate, and the reaction flask was swirled for ten minutes until most of the reaction became visibly subdivided.

To test for the presence of the ammonia cation, a scoop of the unknown compound was mixed with NaOH to see if the resulting solution had a noticeable smell that would affirm the presence of ammonia. A moist piece of pH paper was then held near the solution to see if the ammonium would dissolve the water on the pH paper. The next cation test performed was the flame test. A gram of the unknown compound was held by a metal stick above the flame of a Bunsen burner to see what color flame the compound would produce. The chart in the lab manual on page 63 was used to determine what cation correlated with what flame color.

The reaction to synthesize benzocaine was known as a Fisher esterification reaction. The Fisher esterification was reaction between alcohol and carboxylic acid in the presence of acid. The reaction was used to form an ester. In the experiment, sulfuric acid acted as a catalyst and necessary for this reaction to occur. There was a change between the –OH group of carboxylic acid to an –OCH2CH3 group in the reaction.

As seen in table 1, the theoretical yield was .712 g of C_17 H_19 NO_3. The % yield of this experiment was 7.51 % of C_17 H_19 NO_3. . This low yield can be explained from a poor recrystallization technique combined with potential contamination. Throughout the experiment, the mixture changed color from green, orange, to yellowish lime, and eventually clear.

3. Upon adding 20 drops of NaOH, a white precipitate was formed signifying acidic impurity. In the second NaOH mixture, about 20 drops were administered and no precipitate formed indicating that the ample is more pure than before. Data: Weight of flask = 75.10 grams Weight of the flask with solids =

The yellow solution containing the reactants was slowly poured into the beaker containing the cold water and the acid in order to cause the precipitation of the alcohol, 9-fluorenol and to destroy (hydrolyzed) the unreacted excess sodium borohydride. Subsequently, the white precipitate was vacuum filtered and washed twice with 20.0 ml portions of distilled cold water by pouring the liquid into the Buchner Funnel during filtration. It was necessary to wash the alcohol prior to recrystallization considering that the C-OH bond is easily broken by the formation of a stable and benzylic carbocation that favors the synthesis of difluorenyl ether. Finally, before the purification by recrystallization of the obtained product, the white solid alcohol was allowed to dry over a period of a

(150.22g/mol)(3.5 x 10^-3 mol of nucleophile) = 0.525 g Actual yield = 0.441 g, Percent Yield = (0.441g/0.525g) x 100% = 84% 10. Percent recovery from recrystallization = (0.172g/0.441g) x 100% = 38% 11.

The percent yield was 22.33%. In most cases, that means that a lot of possible product was lost. However, in this case, that was not true. When Benzaldehyde reacted with the Wittig reagent, it produced two products: E-Stilbene and Z-Stilbene. The Z product was a liquid, while the E product was a solid.

Verna Wang Hannah Palmer CHEM 101-069 Lab 11-19-16 Stoichiometry and Limiting Reagents Lab Report Purpose: We are using the reaction of sodium hydroxide and calcium chloride to illustrate stoichiometry by demonstrating proportions needed to cause a reaction to take place. Background: Just like a recipe would call for a specific amount of one ingredient to a specific amount of another, stoichiometry is the same exact method for calculating moles in a chemical reaction. Sometimes, we may not have enough of or too much of one ingredient , which would be defined as limiting and excess reagent, respectively.

The percent yield was calculated to be 88.1%. Some amount of the product was lost when transferring the product from the Buchner funnel to the balance to measure its mass. To ensure the formation of the desired product, melting point of the product was measured to be 119.8-121.90c, which is in the range of the normal melting point of 2,4,6-tribromoanilne, 120-1220c. Thus, the product was indeed

In other lab procedures, benzoic acid is sometimes substituted for anisole in the Friedel-Craft acylation. However, the reason benzoic acid

The melting point range for the crude product was 113-115.3℃. the melting point range for the purified product was also 113-116℃. This melting point range was almost perfect to that of the theoretical melting point which is 113-115℃ proving that the product was in fact created. When looking at the percent yield of the crude acetanilide, there was an 81% yield which was a very good yield because the average percent yield is between 80-90%. The percent recovery of the acetanilide was 88% which is also very good because much of the product was recovered meaning that the product was in fact

Data suggests that Water is the best solvent that will allow for better saturation and the best recrystallization of benzoic acid, this is largely due to water being a polar molecule whose properties allow for carboxylic acid groups, such as the one found in benzoic acid, to disassociate and donate protons to the water

Methylene chloride and water are both polar, as is benzoic acid, however, both benzoic acid and methylene chloride are only slightly polar. They are very similar in chemical properties because they are just slightly polar. Why benzoic acid is high in mass is explained by the similarity in chemical properties, and the reason the partition coefficient is greater than 1. Mine resulted in a partition coefficient of

Abstract The unknown concentration of benzoic acid used when titrated with standardized 0.1031M NaOH and the solubility was calculated at two different temperatures (20◦C and 30◦C). With the aid of the Van’t Hoff equation, the enthalpy of solution of benzoic acid at those temperatures was determined as 10.82 KJ. This compares well with the value of 10.27KJ found in the literature.