Hydration Of Alkenes Lab Report

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.

group. The location of this hydroxyl functional group will impact the molecular structure of the

The mass percent of water was determined using the mass of water and dividing it by the total mass of the hydrate and then multiplying that answer by 100%. The number of moles of water in a hydrate was determined by taking the mass of the water released and dividing it by the molar mass of water. The number of moles of water and the number of moles of the hydrate was used to calculate the ratio of moles of water to moles of the sample. This ratio was then used to write the new and balanced equation of the dehydration process. The sample was then rehydrated to the original state and the percent of the hydrate recovered was calculated by using the mass of the rehydrated sample by

After 10 minutes the reaction liquid was separated from the solid using a vacuum filtration system and toluene. The product was stored and dried until week 2 of the experiment. The product was weighed to be 0.31 g. Percent yield was calculated to be 38.75%. IR spectra data was conducted for the two starting materials and of the product. Melting point determination was performed on the product and proton NMR spectrum was given. The IR spectrum revealed peaks at 1720 cm-1, which indicated the presence of a lactone group, and 1730 cm-1, representing a functional group of a carboxylic acid (C=O), and 3300cm-1, indicating the presence of an alcohol group (O-H). All three peaks correspond with the desired product. A second TLC using the same mobile and stationary phase as the first was performed and revealed Rf Values of 0.17 and 0.43for the product. The first value was unique to the product indicating that the Diels-Alder reaction was successful. The other Rf value of 0.43 matched that of maleic anhydride indicating some

Introduction: The purpose of this experiment is to understand the kinetics of the hydrolysis of t-butyl chloride.The kinetic order of reaction was studied under the effects of variations in temperature, solvent polarity, and structure. It is particularly observed in tertiarhalides i.e. in SN1mechanism, Nucleophilic Substitution which is in 1storder. It is basically a reaction that involves substitution by a solvent that pretendslikea nucleophile i.e. it donates electrons. The reaction being in firstorder means

The goal of this experiment was to determine the empirical formula for a hydrate of magnesium sulfate and water. The technique that was used was measure the mass of the hydrate and then apply heat to evaporate the water. Then determine the mass of water that was in the hydrate and the mass of the remaining magnesium sulfate. The equation for the hydrate is determined by calculating the mole to mole ratio of the water and the anhydrous. The resulting formula will be formated as: MgSO4*_H2O

The next day an orange goopy textured product resulted. The extracts were then dried and combined with anhydrous sodium sulfate, then evaporated with dry air under the hood in a warm water bath. The liquid was cooled and had an initial weighing of 0.5887g. It was reweighed several minutes later with a final

Once the distillate had been collected into two separate vials, both distillates were washed with aqueous sodium bicarbonate (1.5-ml, 5%). The aqueous layer (lower) was extracted from both vials using a pipette and put into a chemical waste bin. The organic (alkene) layer was then dried with anhydrous calcium chloride pellets (3 pellets per vial). Both distillates were analyzed using gas chromatography, and each peak shown was identified to be one of the alkenes. Analysis of the graph was used to determine the major and minor products of the reaction.

The reaction is carried out in saturated aqueous ammonium chloride solution. Thus no special drying of solvents, reagents, or glassware is required. The reaction mechanism for this experiment can be seen below (Fig. 2)

The solution that was performed in this experiment was to use sulfuric acid in order to form a protonated alcohol, so when the halogen or nucleophile back attacks the compound, water is displaced. Once the alcohol is protonated, the solution reacts in either an SN1 or SN2 mechanism.

Benzyltriphenylphosphonium chloride (0.201g) and 9-anthraldehyde (0.116g) were weighed and added to a short-neck round-bottomed flask (5ml). Dichloromethane (2ml) was measured using a measuring cylinder and added to the

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

The week after, a recrystallization was performed on the previous week’s crude product. The product ethereal solution was first heated on a steam bath until dry. During the heating, a beaker of methanol was collected and also placed on the steam bath. Once the product was dry, it was cooled to room temperature and then placed in an ice-water bath. The now boiling methanol was added to the crude crystals and a recrystallization was performed. Once completed, the now purified product was collected via Buchner vacuum filtration and stored in drawer to dry for a week. Afterwards, a melting point range of the purified product was obtained by using a Mel-temp apparatus. Lastly, an

16 Discussion of results ............................................................................................................................. 18 Sample calculations ................................................................................................................. 18 Reaction between ethanol and ethanoic acid ........................................................................... 18 Kinetics calculations ................................................................................................................ 23 Rate constant

This experiment was performed to determine the rate constant k, for hydrolysis of tertiary butyl chloride to tertiary butanol. The solvent system for this reaction is 45% isopropyl alcohol and 55% water. The rate of hydrolysis of t-butyl chloride is measured by the decrease in the concentration of this reagent with time. The rate of decomposition of t-butyl chloride must be equal to the rate of formation of hydrochloric acid. The rate of hydrochloric acid formation was measured by titrating the acid produced with a base, NaOH.