The H-NMR results of this experiment were in accordance to suspicions that the final product was formed, as the theoretical splitting, number of protons present, and chemical shift of the theoretical desired product structure were somewhat analogous to that of the section # 203 class data. As seen from table 2 and graph 2, theoretically, there was doublet splitting for the analogous 3 protons, corresponding to a chemical shift of 훿 1.15, doublet of doublets splitting for each of the 6 different protons, corresponding to chemical shifts of 훿 3.10, 훿 3.45, 훿 4.12, 훿 4.45, 훿 5.65 (bonded to alkene), and 훿 5.83 (bonded to alkene), doublet of doublet of quartets splitting for a single proton, corresponding to a chemical shift of 훿 2.68, doublet …show more content…
Furthermore, the starting materials (2E,4E)-hexa-2,4-dien-1-ol (complex spectra that contained vinylic, allylic, and OH protons) and maleic anhydride (simple spectra that contained one type of vinylic proton) that were still present in the product was around 0%, as the functional groups had been converted to different functional groups in the final product, and the starting materials and product each had diverse, unique proton types and thus gave different NMR spectras; furthermore, as the product was a completely white gooey solid, no excess starting materials were found to be left over, which in turn, prevented further contamination. The yield of this experiment was 62%, where the actual mass retrieved was 0.2332 g when a theoretical mass of 0.3779 g was …show more content…
A reaction vessel with a large surface areas was also used, as opposed to a test tube because confinement of the reaction materials would have made the reaction heat up more than what was required. Furthermore, the reaction was stirred continuously because equilibrium of the entire sample was crucial, as the temperature changed within a matter of seconds. It would also been better use solvent in the “scale-up” of this experiment, as it would be easier to mix, as well as beneficial to not make the reaction overheat. In terms of Green Chemistry, “prevention” or the idea that it would be better to prevent waste than to have had cleaned it was taken into account, as careful steps were to taken to prevent any predicaments, such as spills. In term of “atom economy” or the idea that there should be maximum incorporation of all materials into the final product was also achieved, as innately, Diels-Alders reactions have 100% atom economy. More Green Chemistry topics would include the fact that this experiment was ran on a small scale so that only little waste was produced and only small amounts of reagents was consumed, as well as the fact that this experiment involved student power rather than external sources of
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
3. The IR spectrum of the starting material shows a medium/strong C-O bond at around 1500cm-1, also the starting material shows a strong C-H bond at around 3000cm-1 and another medium C-H bond at 2865cm-1 indicating an aldehyde group whereas the product does not. The IR spectrum of the product shows a two weak broad O-H peaks at around
Which means that it did not have any neighboring hydrogens but it still had a hydrogen on the compound. The next peak was a multiplet around 6-7.1 ppm and had 5 similar hydrogens. According to the H NMR chemical shifts, 5 similar hydrogens and a ppm range from 6-8.0 ppm, this particular peak was an aromatic. More specifically a benzene with 5 similar hydrogens, and with another hydrogen with attached substituents. This aromatic also contains 4 degrees of saturation, satisfying the requirement that the compound needed to have DoU of 4. The next peak was a quartet around 3.4-3.5 with 2 hydrogens. The quartet meant that the compound had 3 neighboring hydrogens and that particular peak was a CH2. The last pear was a triplet around 1.2-1.4 ppm with 3 hydrogens on the compound. The triplet meant that compound that 2 neighboring hydrogens indicating that particular peak was a methyl group (CH3). This help determine that the CH2 and CH3 were bonded to one another creating an ethyl
- The C-H bonds in this structure are shown at 1444 and 1368cm-1. These two bands indicate the two different types of C-H bends that occur on the molecule. One is that of the alkene and the other is that of the several alkanes on the molecule.
Purpose: The purpose of this experiment is to observe a variety of chemical reactions and to identify patterns in the conversion of reactants into products.
The experiment is to observe a variety of chemical reactions and to identify patterns in
The final product formed was characterized by using an infrared spectroscopy and chemical reaction. The IR spectrum was expected to show a carbon double bond (alkene) and many C-H sp³ hybridization bonds (alkyl) from the final product. This was compared to the authentic sample with its vibrational bonds. Once done identifying how close the sample is with the authentic sample, that would be the evidence to support the product’s
Abstract: In this experiment the conversion of alcohols to alkyl halides are investigated through reflux and simple distillation. These are common procedures used to separate substances. After the reflux and distillation is complete 13C NMR and IR spectrum is used to identify the product or products for each reaction: 1a, 1b, and 2. Every individual in the group was assigned either 1a (1-propanol) or 1b (2-pentanol), and 2 (1,4-dimethyl-3-pentanol). The purpose of this experiment was to understand and become familiar with the reaction mechanisms and be able to observe and compare the product or products for each of the reactions using 13C NMR and IR.
Based on prior calculations, expected yield for the alkene products was 79.5%. The actual yield was not as high, resulting in a 28.4% yield. Even with this relatively small yield, the reaction still went to completion as indicated by the GC results in Figure 2. This is known because there is no presence of 2-methyl-1-butanol within the GC spectra. Only the two desired alkene products with
The results from the NMR of 1-propanol showed 3 different prominent peaks with the peak at 2.2 cm-1 being the acetone. Because 1-bromopropane has three non-equivalent hydrogens it was found to represent this set of NMR data. The other product, 2-bromopropane only had 2 different types of hydrogens and would have only had 2 peaks. Further analysis of the structure of 1-bromopropane showed that the hydrogens closest the bromine group were an indication of peak A in the graph. Because of the electronegativity of the bromine, this peak was located further downfield. There were 2 neighboring hydrogens so using the n+1 rule gave the 3 peaks. Going down peak B showed the next carbon which had 5 neighboring hydrogens thus giving 6 peaks. Finally, the carbon furthest away from the bromine was found at peak C. It had 2 neighboring hydrogens and provided 3 peaks.
For the identification of the product, IR, 13C NMR and 1H NMR spectra were examined, and the product was found to be butyl propionate. In the IR spectrum, RM-11-Bi, five key peaks are observed. These peaks are sp3 hybridized carbons at 2961 cm-1 and 2877 cm-1, an ester at 1737 cm-1, a
In practice, the most prominent product that is formed is the meso¬-stilbene dibromide. The experiment will focus on attempting to isolate meso-stilbene dibromide from the product mixture also containing dl-stilbene dibromide diastereomers. The success of this isolation will be measured by the melting point for purity reasons, and the percent yield of the product. Alkenes are quite reactive molecules due to their polarizable carbon to carbon pi bond. Addition reactions across a pi bond are common due to the fact that pi bonds are weaker than sigma bonds, at 60-65 kcal/mol and 80-100 kcal/mol respectively.
The Luminol Synthesis and Chemiluminescence Experiment displays uses of organic chemistry that can be found outside of a lab. It is found in crime scene analysis and in fireflies, two very different places. It helps show real world application of science learned in a classroom. It, also, shows multiple reactions and processes bound into one experiment. It begins with the synthesis of the product luminol in the first reaction.
Furthermore, in this experiment we learned that NMR takes advantage of the magnetic properties of the 1H and 13C nuclei. We are not concerned with 12C because it does not have a magnetic
There are three purpose of this lab, the first purpose is to observe limiting reactant and excess reactant in a chemical reaction. Second purpose is to observe and determine the percent yield. And the third purpose of this lab is to combine two aqueous ionic solutions to form an insoluble precipitate commonly referred to as chalk.