Synthesis of Dibenzalacetone

The objective of this lab was to create a ketone through an oxidation reaction using a using a secondary alcohol and oxidizing agent in order to use that ketone in a reduction reaction with a specific reducing agent to determine the affect of that reducing agent on the diastereoselectivity of the product. In the first part of this experiment, 4-tert-butylcyclohexanol was reacted with NaOCl, an oxidizing agent, and acetic acid to form 4-tert-butylcyclohexanone. In the second part of this experiment, 4-tert-butylcyclohexanone was reacted with a reducing agent, either NaBH4 in EtOH or Al(OiPr)3 in iPrOH, to form the product 4-tert-butylcyclohexanol. 1H NMR spectroscopy was used to determine the cis:trans ratio of the OH relative to the tert-butyl group in the product formed from the reduction reaction with each reducing agent. Thin-layer chromatography was used in both the oxidation and reduction steps to ensure that each reaction ran to completion.

Objective: The objective of this lab is to observe the synthesis of 1-bromobutane in an SN2 reaction, to see how a primary alky halide reacts with an alcohol.

In the Cannizaro reaction an aldehyde is simultaneously reduced into its primary alcohol form and also oxidized into it 's carboxylic acid form. The purpose of this experiment is to isolate, purify and identify compounds 1 and 2 which contain 4-chlorobenzaldehyde, methanol, and aqueous potassium hydroxide. Compounds 1 and 2 are purified by crystallization. . The purified product will be characterized by IR spectroscopy and melting point.

The GC data for the product produced graph with a signal level out-of-range in peak. This gave a retention time 2.952 minutes. This would not indicate any of the possible ester products. However, after appropriate dilution, a retention time of 1.753 minutes was obtained. This retention time indicates that the ester product was ethyl benzoate.

Abstract: Using hypochlorous acid to convert secondary alcohol called cyclododecanol to the corresponding ketone which is cyclododecanone by oxidation.

Many techniques and skills were developed in this lab. Among them were dehydration, isolation, drying, and distillation. We used all of these techniques to get the product we were looking for. In addition to these experimental techniques we also verified our product via spectroscopy which is a new technique. Using IR spectroscopy we were able to

This experiment was designed by conducting a substitution reaction to construct a complex compound (2-methylphenoxyacetic acid) from two simple parts; also known as synthesis - converting simple molecules into more complex molecules. A purification technique known as crystallization was used to purify the product. Suction filtration was used to filter out the product. The experiment was completed over a three-day experimental period.

In this experiment, the main objective was to synthesize a ketone from borneol via an oxidation reaction and secondly, to produce a secondary alcohol from camphor via a reduction reaction. Therefore, the hypothesis of this lab is that camphor will be produced in the oxidation reaction and isoborneol will be the product of the reduction reaction because of steric hindrance. For the oxidation step, a reflux will be done and then a microscale reflux for the reduction step. The products will be confirmed using Infrared spectroscopy, the chromic acid test, 2,4-DNP test and 13C NMR spectroscopy. The results of this

The reaction took place in a conical vial and .2mL of each of the reactant samples were added to it along with some 95% ethanol. Two drops of NaOH were added shortly after and stirred at room temperature for fifteen minutes. The vial was cooled in and ice bath and crystallized. Vacuum filtration was performed to filter the crude product. The crude product was recrystallized using methanol and filtered again. We made one change to the procedure and instead of using .7mL of ethanol we

This experiment explored the multi-step synthesis of synthesis acetylsalicylic acid commonly known as aspirin. A common procedure used in organic chemistry labs is multi step synthesis. this procedure involves a cascade of reactions that ultimately lead to a desire product. The series of reactions begins with commonly found or readily available reagents which are synthesized into products which can be used for a secondary reaction, and so on and so forth until the final desired product is synthesized (Ryerson Department of Chemistry, 2017).

Before the start of the experiment, the theoretical yield was to be calculated. First, the limiting reagent was determined from the reagents by comparing the amount of moles. Among the three reagents involved in this experiment - camphor, sodium borohydride, and methanol, camphor was found to be the limiting reagent. The moles of camphor was less than the combined moles of the other two reagents. The theoretical yield, which is the amount of product that could be possibly produced after the completion of a reaction (“Calculating Theoretical and Percent Yield”), was found to be 0.25 g. Once the product was achieved, a percent yield of 97% was determined. As a result, the reduction of camphor to isoborneol was successful.

The product attained was a white, dry solid. The small amount of product lost during the second recrystallization was most likely do to impurities, which were filtered away with the methanol. Impurities that contributed to the low percent yield could be due to side reactions such as methyl o-nitrobenzoate and methyl p-nitrobenzoate. Although the percent yield attained was low, the product attained was fairly pure due to similarity in melting point and IR spectrum compared to standardly accepted values for methyl m-nitrobenzoate.

The overall goal in this lab was to oxidize borneol, a secondary alcohol, into camphor, which is a ketone. For the purposes of oxidation chromic acid was utilized, which was prepared by adding a 1:1 ratio of chromium trioxide to dilute sulfuric acid.

In this experiment, methyl benzoate was synthesized from benzoic acid and methanol with acid catalyze using Fisher Esterification. First benzoic acid and methanol were mixed in 100 mL round bottom flask. We cooled the mixture in ice and poured 3 mL of conc. H2SO4 and swirled to mix compounds. Then we refluxed the mixture for 1 hour. We let the solution cool and then decanted into a separatory funnel containing 50 mL of water and rinsed the round bottom flask with 35 mL of tert-butyl methyl ether and added that to a separatory funnel. We shook and vented thoroughly and drained the aqueous layer which contained a bulk of methanol and H2SO4. We washed the solution in the separatory funnel with 25 mL of water, followed by 25 mL of sat. sodium bicarbonate

In this experiment, benzopinacol is to be synthesized through photochemical reaction from benzophenone and benzopinacolone via acid-catalyzed rearrangement of benzopinacol.