Dehydration Of Cyclohexanol 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.

Whereas for simple distillation, the compounds need to be around 80C apart in order for proper separation to occur. Thus, cyclohexane and toluene were not able to be properly separated since the boiling point for cyclohexane was 80.74C while the boiling point of toluene was 110.6C—there two boiling points are fairly close to one another. Thus, the mole fraction for cyclohexane and toluene were fairly low when compared to cyclohexane and

We used TLC analysis to identify each product obtained from the dihydroxylation reactions by spotting a TLC plate with the product of our reaction, a solution of cis-cyclohexane, trans-cyclohexane, and a 50:50 mixture of the two. We then placed the plate in a beaker with ethyl acetate saturating the atmosphere to allow the TLC plate to develop. Finally, we compared Rf values of the components of the mobile phase, after the phase was completed. 100% ethyl acetate was used instead of 100% Hexane or a mixture of Ethyl Acetate, because ethyl acetate has high polarity and can separate the components of a mixture to elution, unlike hexane, which is non-polar, and therefore unable to separate the components of the mixture. A 50:50 mixture of both would not work, because the polar and non-polar compounds would neutralize the mixture, and thereby not separate the components of the mixture.

The purpose of this experiment was to practice the functional group transformation procedure. The process of the experiment included the dehydration of 2-methylcyclohexanol in the presence of phosphoric acid and heat. The products that were formed from the reaction were 1-methylcyclohexene and 3-methylcyclohexene. The mass of the final product solution was 0.502g with a percent yield of 18.7% and a boiling point range of 84.5-98.5oC.

Objective: The main goal of this lab is to learn how separation of binary liquid mixtures is performed. Especially when the two liquids have boiling points varying by about 30° C. Hexane can be separated from toluene in this experiment because of the difference in their boiling points. Since toluene has a higher boiling point, it will left at the bottom while the hexane starts to boil out and collect in the Hickman still. GC measurements help us in determining how accurate our data is by making a graph of the amount of hexane and toluene in each fraction. Also this lab gives experience with semi-micro

This was concluded by combining information on melting points and TLC; melting range narrowed when filtered product was mixed with the standard product. Also, the Rf value of the pure product is closely related to the Rf value of the standard. TLC of filtrate showed no movement of the substance in the mixture under 9:1 ratio declaring the substance to be extremely polar. Of the three potential unknown reactants, 4-methoxyphenol would be the most polar and therefore would travel least up the TLC plate. (Q14:Yield) 81.2% product yield was collected. “Matter cannot be created nor destroyed”, therefore some product could have filtered through. TLC of filtrate confirmed remnants of product present. Filtering the filtrate could have increased the yield. (Q15:Recovery) The percent recovery of the product makes sense because it is the mass of the crystallized product divided by the crude product: 94.9%. The percentage reflects the mass of pure product (without the presence of impurities). (Q16:MP) Melting point coincides with the unknown nucleophile being 4-methoxyphenol because when the standard product was combined with our pure product, the melting range narrowed. When compared to the melting ranges obtained when mixed with the other two possible products the melting ranges significantly decreased and widened. This is often an indication of impurities being present, but because this was a

The possible reasons for this discrepancy were discussed as the plausible mistakes committed in the procedure, such as allowing the solution to excessively cool, as well as the possibility of having used faulty or contaminated reagents and components. In general, in order to improve the results of future experiments, as well as to have potentially improved these results, a more diligent and strict manner of performing these experiments is necessary, as well as ensuring the purity and condition of any reagents used and to ensure that no objects such as glassware are compromised. Considering this information, the experiment must be considered a failure, although the purity of the small yield could be considered pure, the yield’s sheer lack of size is evidence of the fact that the reaction did not reach completion, whether it be because of a low temperature or a lack of purity in components. Therefore, it must be regretfully reported that the objective of the experiment was not

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In this experiment, an alkyne—diphenylacetylene—was prepared by a double dehydrobromination. Potassium hydroxide (KOH) and high heat were used to accomplish this. The precipitate of this reaction was collected by vacuum filtration. It was then washed with water and recrystallized using ethanol. The product was then isolated again before the weight was taken for further analysis of percent yield. The melting point was also taken to identify that it was the desired product.

This report concerns the acid-catalyzed hydration of norbornene to produce exo-norborneol. Such hydration reactions of alkenes typically occur under acidic conditions so that a strong enough electrophile is available in solution for the nucleophilic double bond on the alkene to successfully attack it. This is to say, that if this reaction is done in water, with the hydrogen as the electrophile, the O-H bond is too strong for the double bond to effectively attack the hydrogen and detach it. If instead H3O+ is available in acidic conditions, the extra proton attached to the molecule is the electrophile; this electrophile is strong enough for the reaction to proceed.

The purpose of this lab was to carry out a dehydration reaction of 2-methylcyclohexanol by heating it in the presence of phosphoric acid and determining which alkene product would be the major product. Methylcyclohexanols were dehydrated in an 85% phosphoric acid mixture to yield the minor and major alkene product by elimination reaction, specifically E1. The alkenes were distilled to separate the major and minor products and gas chromatography was used to analyze the results and accuracy of the experiment. The hypothesis was the major product of the reaction would be the most substituted product. This conclusion was made because of

In the separating funnel, a heterogeneous mixture was formed: resulting in an organic layer (top) and a solvent layer (bottom). This effectively allowed the draining of the solvent, in order to isolate the organic layer, the impure ester (1-pentyl ethanoate)

Before any calculations, the spectra from the HCl solution and NaOH solution was verified to make sure that the wavelength at which the deprotonated form of 2-naphthol absorbs at 345 nm and that protonated form does not absorb significantly at the same wavelength. All the spectra in Figure 1 were baseline-corrected using the HCl solution spectrum, shown in Figure 2, and the NaOH solution spectrum was used to determine Amax at 345 nm.

We could go even depeer in the explanation of metabolism reaction but this is just an

By recording the temperature and distillate obtained during fractional distillation, a graph was plotted. At each point on the graph where temperature plateaus, a boiling point of a component of the unknown binary solution was reached. The graph obtained was ideal because two boiling points were determined to be around 82˚C and 124˚C. By comparing the boiling points to the list of known solvents, the first component was identified to be cyclohexane with