Dimethoxybenzene Using Tert-Butanol And Sulfuric Acid

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

Objective: The objective of this lab is to observe the synthesis of 1-bromobutane in an SN2 reaction, to see how a primary alky halide reacts with an alcohol.

Based on the 1H NMR spectrum that was collected, a few things can be determined. Based on deshielding and electronegativity, the peak that occurs around 4.7ppm is associated with the O-ethylsaccharin product and the peak at 3.8 ppm is associated with the N-ethylsaccharin product. Based on the height ration, the N-ethylsaccharin product is the more prevalent result.

The objective of this laboratory experiment is to study both SN1 and SN2 reactions. The first part of the lab focuses on synthesizing 1-bromobutane from 1-butanol by using an SN2 mechanism. The obtained product will then be analyzed using infrared spectroscopy and refractive index. The second part of the lab concentrates on how different factors influence the rate of SN1 reactions. The factors that will be examined are the leaving group, Br – versus Cl-; the structure of the alkyl group, 3◦ versus 2◦; and the polarity of the solvent, 40 percent 2-propanol versus 60 percent 2-propanol.

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

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

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.

The bromination of the alkane was calculated and the overall percent yield was 96.35% with the percent yield with the calculated theoretical yield was 79.85%. The addition reaction was synthesized with a mechanism using 3 steps. The E-Stilbene reacted with pyridinium hydromide perbromide to form the pure (1R, 2S)-stilbene dibromide. One of the two diastereomeric products, the other would be dl(1R,2R + 1S,2S) stilbene dibromide.

An NMR spectrum was also taken for our product sample which was close to the ideal but was a little off. Ideally there should be five peaks for the five chemical shifts from the five hydrogen groups on the product structure. The first peak should occur in the mid six ppm and can be described as a quartet. The second peak should occur at a ppm in the high 6s and should be another quartet. The third peak should be a triplet occurring at a low 7ppm. The fourth peak should be close by to the third, being another triplet. Finally, the fifth peak should be a doublet occurring at a mid 7ppm. The ppms for the ideal and the actual differ greatly in the fact that they span from approximately 5.3-6.25 instead of the ideal 6.5-7.5. It is fact that chemical shifts caused by benzene rings occur in the 6 to 8 ppm range, thus the nmr we received as a result can be somewhat doubted.. Ideally the first and second peaks should be a result of the hydrogens furthest away from the rings and the

The dehydration of 2-methyl-2-butanol was performed using sulfuric acid and phosphoric acid in order to synthesize alkene products 2-methyl-1-butene and 2-methyl-2-butene. After carrying out steam distillation to isolate the organic alkenes from aqueous components within the reaction mixture, the purity and characterization of the products were then assessed through various analytical methods including Gas Chromatography (GC), Infrared Radiation (IR) Spectroscopy, and Nuclear Magnetic Resonance (NMR) Imaging. Through the characterization of the final products, it was found that little impurities remained in the final reaction solution and according to the GC, no alcohol remained in the vial after the reaction was complete. The actual yield

LAB 4: ADDITION REACTIONS OF ALKENES: BROMINATION OF (E)-STILBENE (Preparative) Introduction The first purpose of this lab was to predict the stereoisomeric composition of alkenes brominated through electrophilic addition by creating a reaction mechanism for (E)-Stilbene. The second purpose of this lab was to brominate (E)-Stilbene to Stilbene Dibromide through the aforementioned method. The third purpose of this lab was to ascertain a rough estimate of the ratio

The degree of unsaturation was calculated by 1H-NMR. 1H-NMR (PPO, 400 MHz, CDCl3, TMS): δ = 1.12 ppm (m. CH3), 3.20–3.80 ppm (CH2, CH), 3.13 ppm (CH2CHOH), 3.90 ppm (CH2CHOH), 5.14 ppm (CH2=CH-CH2), 5.27 ppm (CH2=CH-CH2), 5.87 ppm (CH2=CH-CH2) (Figure

Two products were formed because two different beta protons were available for elimination, resulting in the double bond being put in two different positions. However, one of the products is favored and considered major because of Zaitsev’s rule that states the more substituted alkene is favored.

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.

The objective of this experiment is to successfully perform a dehydration of 1-butanol and 2-butanol, also dehydrobromination of 1-bromobutane and 2-bromobutane to form the alkene products 1-butene, trans-2-butene, and cis-2-butene. The dehydration reactions react under and acid-catalysis which follows an E1 mechanism. It was found that dehydration of 1-butanol yielded 3.84% cis-2-butene, 81.83% trans-2-butene, and 14.33% 1-butene, while 2-butanol is unknown due to mechanical issues with the GC machine. For the dehydrobromination, with the addition of a