Tetraphenylcyclopentadienone Reaction Lab Report

The reaction mixture was created. Tetraphenylcyclopentadienone (0.1197g, 0.3113 mmol) a black solid powder, anthranilic acid ( 0.0482g, 0.3516 mmol) a yellowish sand, and 1,2-dimethoxyethane (1.2 ml) was added to a 5-ml conical vial. A spin vane was added and a water-jacked condenser was attached. Isopentyl nitrite (0.06ml, 0.045 mmol) was dissolved in 1,2-dimethoxyethane (0.50 ml) in a 3-ml conical vial and caped to prevent loss by evaporation.

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

The purpose of this experiment was to synthesize a Grignard reagent with 1-bromobutane and homogenized magnesium in anhydrous diethyl ether. This solution was refluxed in a flask connected to condenser and drying tube. As seen in the mechanism, maintaining a dry condition is important to avoid the Grignard reagent from attacking water, which will result in loss of the bromine. It is important to reduce the amount of moisture and water vapors to avoid destroying the Grignard reagent, which is essential to the synthesis of 2-methylhexanol. Hence, a calcium chloride and cotton were filled inside a drying tube. The condenser was wrapped with parafilm and a paper towel to avoid moistures from entering. The reagent will act as nucleophilic addition to acetone and work up with hydrochloride acid to synthesize 2-methylhexanol.

The purpose of this lab experiment is to examine different types of chemical reactions such as Decomposition reaction, Synthesis reactions, Combustion reactions, and different Chemical equations. The experiments were conducted online using Late Nite Labs.

When comparing the neutral unknown to the unknown mixture, there is a prevalent overlap in the aromatic hydrogen ppm range, presenting a distinct correlation between my isolated neutral and the mixture containing this chemical. Another indicator that was used to determine the identity of this neutral chemical was the melting range, which was tested to be 68.7 C to 71.5 C. The literature value for fluorenone is 80 C to 83 C (CITE), indicating that my compound was slightly contaminated. However, the melting point range for 1,4-dimehtoxybenzone is 57 C, and therefore, it can be concluded that the neutral compound isolated was indeed fluorenone. The contamination that caused this depression in melting point was likely due to acetone, which appeared on the H NMR spectra. Also, when weighing the watch glass after evaporating the ether the yield was not as high as predicted. Upon removing the fluorenone from the watch glass and re-weighing, a much more reasonable yield of 52 mg or 52% recovery was obtained. This discrepancy in weighing led to

Bromination is a type of electrophilic aromatic substitution reaction where one hydrogen atom of benzene or benzene derivative is replaced by bromine due to an electrophilic attack on the benzene ring.

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

Melting point data was used to confirm the identity of the product as diphenylacetylene. The expected melting point of diphenylacetylene is 59-61℃, according to its MSDS sheet. While there was a discrepancy in this temperature range and the melting point range observed, the melting point was significantly lower than that of meso-stilbene dibromide, which is 241℃. The data hence confirms the formation of diphenylacetylene. The error could have been caused due to impurities in the diphenylacetylene crystals, such as leftover ethanol, or triethylene glycol, which would destabilize the lattice structure of the crystal, making it melt at a lower temperature than expected.

The purpose of this experiment was to perform a bromination reaction that converts cyclohexane to trans-1,2-dibromocyclohexane. To do this, 1 mL of 30% hydrogen peroxide was mixed with 3 mL of bromic acid in a round bottom flask containing a spin vane. The solution turned from clear to orange, dark red. The color change is a useful indicator to identified whether reaction was completed before moving to another step. Next, 1 mL of cyclohexene was pipet into this mixture, which changed the solution from red to orange and eventually yellow. The mixture was transferred into a centrifuge tube with brine solution. Two layers were formed, with a yellow layer on top and the clear bottom layer. The bottom layer is the only organic layer because it is denser. NaHSO3 was used to washed the mixture. The bottom layer was extracted by pipette and rinsed with NaSO4 for drying. The organic layer was transfer into a vial and placed under NEVEP to attain a solid product. The product was a mixture of white solids with liquid.

Redox reactions are very important in organic chemistry and they involve transfer of electrons from one molecule to another. Oxidation occurs when a carbon atom becomes bonded to a more electronegative atom, causing the electron density on carbon atom to decrease (McMurray, 2012). That was the part that our experiment focused. The oxidation of Cyclohexanone for the

One conformation placed the 4-tert-butyl substituent in most stable, locked the equatorial position with the carbonyl pointing up. Oxidation the 4-tert-cyclohexanol produced a greater amount of the more stable conformer with tert-butyl in the equatorial position relative to the conformer with tert-butyl in the un-favored axial position. The faces of 4-tert-butylcyclohexanone are non-equivalent for nucleophilic attack due to top –face steric hindrance imposed by a tert-butyl group in the equatorial position and the presence of much smaller, axial deuterium atoms adjacent to the carbonyl on the bottom-face of the

The purpose of this lab was to measure the temperature of a solution to see how much energy was gained/lose during the reaction between the NiCl2 and Ethylenediamine. In this experiment we were also finding how many Ethylenediamine will bind to Ni+2 in an aqueous solution. By measuring the change in evolved heat, it’s possible to find the maximum number of Ethylenediamine molecules that have attached to each ion.

Firstly 3-(2—chloro,6-fluorobenzene)-5-methyl isoxazole-4-formic acid (raw material) reacts with Phosphorus oxychloride by using a Catalysis of organic amine to generate acyl chloride

Chevron Phillips Chemical Company is the major producer of Cyclohexane. This successful company hoses the three largest cyclohexane plants in the world. Many are puzzled by how the production of cyclohexane seems to have become stagnant. Perhaps this is due to the cost of benzene increasing or the demand increasing. Through thorough investigation, the answer to this question and many more can be answered. There are two methods of obtaining cyclohexane. These two methods are fractional distillation of naphtha and hydrogenation of benzene. Research suggest that the hydrogenation of benzene is the most economical way to create our chemical of choice. According to ICIS, cyclohexane is used in the production of adipic acid used to

ZPFe (3 mol%) was added to a mixture of a benzoyl chloride (10 mmoL) and an aromatic compound (10 mmoL). The reaction mixture was stirred for the appropriate reaction times at 80 °C (Table 2). After completion of the reaction (monitored by thin-layer chromatography, TLC), the mixture was diluted with Et2O and filtered. The organic layer was washed with 10% NaHCO3 solution and then dried over anhydrous Na2SO4. The solvent was evaporated under reduced pressure and the product purified by column chromatography on silica gel to give the corresponding pure aryl