Nucleophilic Substitution Reactions Lab

Abstract: In this experiment, triphenylmethanol was synthesized in two steps. First, the bromobenzene was reacted with dry magnesium turnings to produce Grignard reagent. Second, the Grignard reagent was reacted with methyl benzoate and concentrated sulfuric acid to produce an alcohol. The end result of the experiment was not very successful because only 17% yield of final product triphenylmethanol was recovered, and the final product was impure based on the melting point and the IR spectrum results.

In this lab, the oxidation of a secondary alcohol was performed and analyzed. An environmentally friendly reagent, sodium hypochlorite, was used to oxidize the alcohol, and an IR spectrum was obtained in order to identify the starting compound and final product. The starting compound could have been one of four alcohols, cyclopentanol, cyclohexanol, 3-heptanol, or 2-heptanol. Since these were the only four initial compounds, the ketone obtained at the end of the experiment could only be one of four products, cyclopentanone, cyclohexanone, 3-heptanone, or 2-heptanone. In order to retrieve one of these ketones, first 1.75g of unknown D was obtained.

The last goal was to determine the percent yield of a product formed during a reaction with the unknown compound. Experimental Design The first day of lab consisted of various preliminary tests that helped identify the unknown compound.

Besides the inaccuracy in determining the freezing point and problems in the enthalpy of dissolution, the largest source of error was the temperature probe. Over the course of the multiple trials, the temperature probe would read somewhat inconsistent values. Due to this uncertainty, trials were performed on pure deionized water to see how far the probe read from zero degrees Celsius. Another source of error was in the calorimeter. Using two foam cups as a calorimeter is sufficient, although far from perfect.

This also means that the impurity, 1, 4-dibromobenzene, was not probably extracted completely; it should have been removed during vacuum filtration. However, all the steps for carrying out the extraction of the neutral compound was successful; there were no complications. The error must have occurred during the crystallization procedure. 95% Ethyl alcohol was used as the solvent to dissolve the

Abstract In this experiment, the reaction kinetics of the hydrolysis of t-butyl chloride, (CH3)3CCl, was studied. The experiment was to determine the rate constant of the reaction, as well as the effects of solvent composition on the rate of reaction. A 50/50 V/V isopropanol/water solvent mixture was prepared and 1cm3 of (CH3)3CCl was added. At specific instances, aliquots of the reaction mixture were withdrawn and quenched with acetone.

Chem 51LB Report Ngoc Tran - Student ID # 72048507 The purpose of this lab is to examine the composition of three components of gas products of elimination reaction under acidic condition by conducting the dehydration of primary and secondary alcohol, and under basic condition by conducting the base-induced dehydrobromination of 1-bromobutane and 2-bromobutane. Then gas chromatography is used to analyze the composition of the product mixtures. Gas chromatography (mobile phase) is used to analyze the composition of three components of the gas products. A syringe needle with gas product is injected into the machine, and the component is eluted and the composition is related to the column or the peaks.

The crude tetraphenylnaphthalene in a 25-ml Erlenmeyer flask and dissolved in boiling isopropyl alcohol (12 ml). The solution was cooled to room temperature and further cooled in an ice bath for 30 minutes. Crystallization of colorless crystals occurred. The product was collect in a Hirsch funnel and washed with isopropyl alcohol. The solid was left to dry over the weekend.

Placed the cuvette sample in the Sprectrovis. After each run, the temperature of each sample was collected (to nearest 0.1°C). Disposed of the sample solution, cleaned the cuvette with DIW and repeated the latter procedure using the correct volumes for each new run from Table 1.

We used a Buchner funnel to collect benzocaine. We used three 10 ml of water to wash the product. After the product was dry, we weighed, calculate the percent yield and determined the melting point of the product.

The product obtained was (2S, 3R)-2, 3-dibromo-3-phenylpropanoic acid and (2R, 3S)-2, 3-dibromo-3-phenylpropanoic acid, which are enantiomers. This was determined through melting point analysis. The melting point range for the product was 198 to 202 degrees Celsius, which is a lot close to the given melting point of the anti-addition product, 202-204 degrees Celsius. The given melting point range was 93.5-95 degrees Celsius. Furthermore, the syn-addition product is unlikely and difficult to produce due to stereochemistry selectivity.

During recrystallization, the trimyristin was lost because the sand bath was used to dissolve the solid and acetone was used to purify the impurities and since acetone has a low BP, the more heat used caused the material to

This supports the isolated product is majority made of the desired product and is largely pure. Mass spectrometry of the crude product shows the molecular ion peak is 162.1, which is the largest fragment in the mass spectrum (Figure 4) and corresponds to the molecular weight of methyl trans-cinnamate (Table 1). The base peak is 131, inferring the fragment lost is 31 m/z in size. This 31 m/z matches the OCH3 fragment of the ester, and would not result from a trans-cinnamic acid. This is evidence the product was successfully

This was proved by utilizing the IR spectrum to verify the C =O was not in the final product as it lacked the 1640 cm-1 peak. The melting point of 113-115 degrees C proved that the final product obtained was the E-Stilbene. The TLC plate proved that the E and the Z product was produced, show cased by the double intensity of the DCM spot to the final product’s spot, both which had an Rf of 0.92. The double intensity proved that both products were produced, but through heating and filtering, the Z-Stilbene was

In Experiment One we will be recrystallizing Benzoic Acid from water. In Experiment Two we will be recrystallizing Benzoic Acid using a solvent pair made up of Methanol and Water. The Seven step process of recrystallization consists of adding a solid organic substance into a solvent, then dissolving the chosen solute, decolorizing the solution, filtering solids, then recrystallize the solute by slowly cooling