The isomerization procedure was done in order to create dimethyl fumarate from dimethyl maleate. Dimethyl maleate and dimethyl fumarate are cis and trans isomers, respectively. This procedure was done via a free radical mechanism using bromine. The analysis of carvones reaction was done in order to identify the smell and optical rotation of the carvone samples that were provided. The odor was determined by smelling the compound and the optical rotation was determined using a polarimeter. Data and Results Initially, 0.5mL of dimethyl maleate was used. The density of dimethyl maleate is 1.15g/cm3, resulting in an initial mass of 0.575g. The final mass of dimethyl fumarate was 0.386g, which gives a percent yield of 67.1%, which is greater …show more content…
than the hoped for yield of 65%. The melting point of dimethyl fumarate was measured to be 100C to 103C, which is essentially the same as the official melting point of dimethyl fumarate at 102C to 105C. Nothing reaction occurred in the control samples without light and/or without bromine. R-carvone had the odor of spearmint and was found to have an optical rotation of -27°. S-carvone had the odor of caraway seed and was found to have an optical rotation of +26°. These enantiomers were found to have essentially opposite optical rotations, which was as expected. Discussion and Conclusion Isomerization is the process by which isomers, molecules with the same chemical composition but different arrangement, are converted between each other.
Enantiomers, a type of isomer, are non-superimposable, mirror images of each other. Diasteriomers, another type of isomer, are non-superimposable, non-mirror images of each other. Dimethyl maleate and dimethyl fumarate are diasteriomers, as they are not mirror images but instead vary in the orientation of the carbomethoxy groups around the double bond. Dimethyl maleate is the cis-isomer because both groups are on the same side and dimethyl fumarate is the trans-isomer because the two groups are on opposite sides. A bromine free radical mechanism was required for this conversion. First, energy from light is required to create two bromine free radicals from Br2. Then one of the free radicals attacks the double bond in dimethyl maleate, breaking it and creating a carbon radical on the other carbon. The bond then rotates and reforms, freeing the bromine radical and creating the trans-isomer, dimethyl fumarate. Bromine in this reaction is acting as a catalyst in this reaction and then cyclohexane is added at the end to neutralize the bromine free radicals. The activation reaction of the radical reaction is lower than the activation energy of the addition reaction, which is why it occurred more quickly. This reaction was successful because the percent yield was 67.1%, which is greater that 65%. It also demonstrated the expected principles, as the reaction did not occur without the presence of both light and bromine. The dimethyl fumarate had a measured boiling point of 100C to 103C, which is extremely close to the expected boiling point of 102C to
105C. The R-carvone had the odor of spearmint and the S-carvone had the odor of caraway seed, which were both the expected odors. R-carvone had an optical rotation of -27°. S-carvone had the odor of caraway seed and was found to have an optical rotation of +26°. This was the expected result as enantiomers are mirror images and thus have opposite optical rotations.
In a small reaction tube, the tetraphenylcyclopentadienone (0.110 g, 0.28 mmol) was added into the dimethyl acetylene dicarboxylate (0.1 mL) and nitrobenzene (1 mL) along with a boiling stick. The color of the mixed solution was purple. The solution was then heated to reflux until it turned into a tan color. After the color change has occurred, ethanol (3 mL) was stirred into the small reaction tube. After that, the small reaction tube was placed in an ice bath until the solid was formed at the bottom of the tube. Then, the solution with the precipitate was filtered through vacuum filtration and washed with ethanol. The precipitate then was dried and weighed. The final product was dimethyl tertraphenylpthalate (0.086 g, 0.172mmol, 61.42%).
The purpose of the Unknown White Compound Lab was to identify the unknown compound by performing several experiments. Conducting a solubility test, flame test, pH paper test, ion test, pH probe test, conductivity probe test, and synthesizing the compound will accurately identified the unknown compound. In order to narrow down the possible compounds, the solubility test was used to determine that the compound was soluble in water. Next, the flame test was used to compare the unknown compound to other known compounds such as potassium chloride, sodium chloride, and calcium carbonate. The flame test concluded that the cation in the unknown compound was potassium. Following, pH paper was used to determine the compound to be neutral and slightly
The unknown bacterium that was handed out by the professor labeled “E19” was an irregular and raised shaped bacteria with a smooth texture and it had a white creamy color. The slant growth pattern was filiform and there was a turbid growth in the broth. After all the tests were complete and the results were compared the unknown bacterium was defined as Shigella sonnei. The results that narrowed it down the most were the gram stain, the lactose fermentation test, the citrate utilization test and the indole test. The results for each of the tests performed are listed in Table 1.1 below.
The actual amount of crude product was determined to be 3.11 grams. The percent yield of the crude product was determined to be 67.75 %. The actual amount of pure product formed was found to be 4.38 grams. The percent yield of the pure product was determined to be 95.42%. Regarding the thin layer chromatography, the line from the solvent front is 8 centimeters.
The experiment of Diels-Alder reactions, in particular the furan and maleic anhydride as used in my experiment, observed the exo product as oppose to the exo product. This shows the tendency for the stereochemistry of the Diels-Alder to yield an exo product in preference to the endo product. To determine the stereochemistry, a melt temperature of the product was taken and compared to literature values. The melt temperature for the product was roughly around 113oC, corresponding to the exo Diels-Alder product of furan and maleic anhydride. When compared to the class data of melting ranges, the melting temperature from the reaction was relatively consistent to the majority. Based off this, the assumption can be made that the Diels-Alder prefers
Alcohol, which is the nucleophile, attacks the acid, H2SO4, which is the catalyst, forming oxonium. However, the oxonium leaves due to the positive charge on oxygen, which makes it unstable. A stable secondary carbocation is formed. The electrons from the conjugate base attack the proton, henceforth, forming an alkene. Through this attack, the regeneration of the catalyst is formed with the product, 4-methylcyclohexene, before it oxidizes with KMnO4. In simpler terms, protonation of oxygen and the elimination of H+ with formation of alkene occurs.
activation energy than what is required to turn camphor into borneol. Though borneol is the more stable product, the energy requirements to form isoborneol are lower because the borohydride is adding to the less sterically hindered point on the carbonyl carbon. The product made is then mostly (85%) isoborneol. More borneol would be expected if more energy was available during the reaction.
Procedure: Anisole (0.35mL, 0.0378mol) was obtained and placed in a pre-weighed 25 mL round bottom flask, along with 2.5 mL of glacial acetic acid and a magnetic stir bar. Then the reaction apparatus was assembled, the dry tube was charged with conc. sodium bi sulfate, the 25 mL round bottom was attached to the apparatus, and 5 mL of Br2/HBr mixture was obtained and placed in the round bottom. The reaction took place for 20 minutes. An orange liquid was obtained and placed in a 125 mL Erlenmeyer flask along with 25 mL of water and 2.5 mL of conc. Sodium bisulfate soln. The solution was then placed in an ice bath to precipitate and then the solid product was filter in a Buchner funnel. These crystals were then re-dissolved minimum amount of hot solvent (heptane) and recrystallized. Once a dry product was obtained, a melting point was established (2,4-Dibromoanisol mp 55-58 C) and percent yield was established (52%).
Triphenylmethyl Bromide. A 400 mL beaker was filled with hot water from the tap. Acetic acid (4 mL) and solid triphenylmethanol (0.199 g, 0.764 mmol) were added to a reaction tube, with 33% hydrobromic acid solution (0.6 mL) being added dropwise via syringe. The compound in the tube then took on a light yellow color. The tube was then placed in the beaker and heated for 5 minutes. After the allotted time, the tube was removed from the hot water bath and allowed to cool to room temperature. In the meantime, an ice bath was made utilizing the 600 mL plastic beaker, which the tube was then placed in for 10 minutes. The compound was then vacuum filtered with the crystals rinsed with water and a small amount of hexane. The crude product was then weighed and recrystallized with hexane to form fine white crystals, which was triphenylmethyl bromide (0.105 g, 0.325 mmol, 42.5%). A Beilstein test was conducted, and the crystals produced a green to greenish-blue flame.
I did accomplish the purpose of the lab. First, I determined the percentage of water in alum hydrate, and the percentage of water in an unknown hydrate. The results are reasonable because they are close to the example results. Second, I calculated the water of crystallization of an unknown hydrate. Furthermore, I developed the laboratory skills for analyzing a hydrate.
Once the mixture had been completely dissolved, the solution was transferred to a separatory funnel. The solution was then extracted twice using 5.0 mL of 1 M
The solvent should be easily removed from the purified product, not react with the target substances, and should only dissolve the target substance near it’s boiling point, but none at freezing. A successful recrystallization uses minimum amount of solvent, and cools the solution slowly, if done to fast, many impurities will be left in the crystals. Using the correct solvent, in this case ice water and ethyl acetate, the impurities in the compound can be dissolved to obtain just the pure compound. A mixed solvent was used to control the solubility of the product. The product is soluble in ethanol an insoluble in water. Adding water reduced solubility and saturates the solution and then the crystals
The goal of this lab is to synthesize maleic anhydride with polyethylene glycol of 200g/mol molecular weight (PEG 200) and 2,3-dimethyl-1,3-butadiene to get 4,5-dimethylcyclohexane-1,2-dicarboxylic acid anhydride and its diacid by using Diels-Alders reaction and hydrolysis, respectively. The crystals were determined using melting point determination and IR spectroscopy.
The purpose of this lab was to study the response of the genus Daphnia to chemical stimuli and to examine human responses to different stimuli. A stimulus is an incentive; it is the cause of a physical response. Stimuli can have a physical or chemical change; an example of a physical change is a change in temperature and sound. An example of chemical change would be changes in hormone levels and pH levels. Muscular activity or glandular secretions are responses that occurs when stimulus information effects the nervous and/or hormone system. Daphnia is a genus; it is a small crustacean that lives in fresh water. The body of the daphnia is visible and its internal organs are clearly seen thus it was chosen for this exercise. The
Methionine represents the first limiting amino acid in broiler nutrition, thus different sources are available to balance diets based of corn and soybean. Bioavailability is different for each methionine source because of its rate of absorption and metabolic pathways. A broiler experiment was conducted to determine the relative bioavailability of Hydroxyl Methyl Analog Calcium (HMA-Ca) relative to DL-Methionine(DL-Met). The experiment was conducted at at Lavinesp (Unesp, Jaboticabal). It was used 1890 male broiler Cobb 500 of 21 days old, they were weighted and distributed homogeneously in a complete randomized design with 13 treatments and 7 replicates each. All birds fed either a basal diet deficient in sulphur amino acids, digestible methionine and cysteine (dig Met+Cys), or the basal diet with four levels of HMA-Ca (0.063, 0.183, 0.302 and 0.540%) and DL-Met (0.054, 0.156, 0.259 and 0.463%) to achieve increasing levels of dig Met+Cys. For the analysis, 5% of significance was considered and procedures of non-linear model were used by SAS. Exponential regression determinates bioavailability of HMA-Ca relative to DL-Met by calculating the relation of the slope of HMA-Ca relative to DL-Met