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. 1mL of Acetic acid was then added to Unknown D and the solution was stirred. Next, 15mL of sodium
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 identity of the product and unknown were 4-tert-butylbenzyl phenol ether and tert-butyl phenol respectively. The key to making this discovery was the melting point and TLC results! The substitution reaction was successful but not fully effective.
Abstract – Methyl trans-cinnamate is an ester that contributes to the aroma of strawberry. It can be synthesized by an acid-catalyzed Fischer esterification of a methanol and trans-cinnamic acid under reflux. The solution was extracted to obtain the organic product, and evaporated residual solvent The yield was 68%, but there is some conflicting data regarding the purity. The melting point, IR, GC-MS indicate a highly pure desired product whereas 1H NMR shows there are unreacted reagents still present.
The objective of this experiment was to use an aldol condensation reaction to synthesize 3-nitrochalcone from 3- nitrobenzaldehyde. This was accomplished with a Diels-Alder reaction that utilized 3-nitrobenzaldehyde, acetophenone, ethanol, and sodium hydroxide.
The goal of this experiment was to isolate three different molecules (acidic, basic, and neutral) from a mixture and identify their molecular structure. This was accomplished by using acid/base liquid extraction and H NMR analysis.
The purpose of this experiment was to prepare nylon-6,6 utilizing step-growth polymerization. It was hypothesized that the combination of Thionyl chloride, adipic acid and cyclohexanone would yield a chemical reaction which would produce of nylon-6,6. Nitric acid was utilized as the oxidizing agent with cyclic ketone cyclohexanone. When oxidized adipic acid was produced. The theoretical yield was 6.08 g of cyclohexanone, with a percent yield of 64.035 %.
During this experiment we will produce Isopentyl Acetate via the fisher mechanisms. The alcohol group is converted into an ester giving off a banana scent. This reaction does not favor the products therefore we must add an excessive amoinut of Acetic Acid to shift the equilibrium to favor the products. Our results showed a successful reaction by comparing our boiling results and infrared results to the textbook data on Isopentyl Acetate.
The objective of this two-part experiment was to in Part I, create 4-tert-butylcyclohexanone via oxidation of 4-tert-butylcyclohexanol to provide a source of ketone for reduction procedures. Part II of the experiment was conducted preforming a series of reduction reactions in effort to asses the diastereoselectivity of aluminum isopropoxide (MPV reduction), sodium borohydride (NaBH4), and L-selectride when reacted with 4-tert-butylcyclohexanone. The methods used for analysis were TLC, IR, and 1HNMR spectroscopy.
The expected melting points for 2-nitrophenol and 4-nitrophenol were 45°C and 113°C respectively and the observed melting point temperatures were 45-46.1°C and 112-114°C respectively. From the melting point it is observed that the melting points indeed match but further analysis can be taken to ensure pure product. From the IR and 1H NMR spectra we can confirm the products produced are indeed the ones intended to be made. From the IR spectra for 2-nitrophenol predicted peak values are met at 3300-3000 cm-1 (3237.56, 3113.87, and 2961.95 cm-1) for the C-H aromatic region of the product. The aromatic nitro group region around 1350 cm-1 was also observed at 1365.90 cm-1. Other expected peaks at 1583.02 cm-1 (aromatic C-C) and 1016.21 cm-1 (C-O alcohol) are also seen and there are no outlying peaks that would suggest other products as well. From the 1H NMR spectra for 2-nitrophenol, a very similar result is observed. We see multiple peaks in the 8.0-6.5 PPM region suggesting the aromatic ring and the correct 8.2 (d, 0.80 H), 7.6 (dd, 0.78 H), and 7.1 (m, 2.00 H) peaks for the ortho substituted product. We also see a very strong outlying peak at 10.6 (s, 0.87 H) representing the alcohol hydrogen in the nitrophenol along with no other strong outlying peaks except for the 2.1 PPM acetone peak. When looking at the
In addition, methyl ether (**) can be generated as cis- and trans- isomers, but was isolated as a single isomer. This compound was stable against heat at 60 degrees and was not transformed into 5-trifluoromethyl oxazole (**), whereas compound (*) was unstable, turned into easily rearrangement oxazole (**) in the middle of isolation. To confirm this rearrangement of compound (*), when we heated at 60 degrees for 30min, the compound (*) was observed to convert into oxazole (**)
Strong acids and strong acids both dissociate completely in water forming ions. However, strong acids donate a proton to form H3O+ along with a conjugate base and strong bases accept a proton to form OH- along with a conjugate acid. The chemical behavior of acids and bases are opposite. When they are together, their ions cancel out and form a neutral solution. In this experiment, HCl and NaOH will react to form NaOH and H2O with these two steps:
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
The chemistry of heterocycles compounds is one of the most complexes of branches of chemistry. It is equally interesting for its theoretical implication for the diversity of its synthetic procedure and for the physiological and industrial significance. Synthetic heterocycles chemistry has influenced almost every place of human life and the heterocycles compounds have found their application in diverse field as medicine, agriculture, polymer, and various industries.
[5] synthesized Mannich bases of isoxazolines derivatives by the condensation reaction of substituted acetophenone with substituted aldehydes in presence of alcoholic NaOH via chalcones intermediate.