Introduction The relationship between reactivity and selectivity is defined by the reactivity and selectivity principle (Ketcha, 138). This principle states that “the less reactive the reagent, the more selective it is, and vicer versa” (Ketcha, 138). There are three kinds of selectivity: regioselectivity, stereoselective, and chemoselectivity. A regioselectivity reaction is a reaction that yields only one product, even though there were a possibility that two or more structural isomers could have been produce (Ketcha, 138). Stereoselective is like regioselectivity, but instead of structural isomer, it is stereoisomers (Ketcha, 138). On the other hand, chemoselectivity is when the reagent will produce one functional group instead of another …show more content…
The number of hydrogen bonding greatly effects the TLC plate. The higher number of hydrogen bonding occur, the more the material will adhere to the TLC plate. 4-Nitrobenzaldehyde has less hydrogen bonding then the final product, so it was faster than the product and able to travel a longer distance than it. 4-Nitrobenzyl Alcohol, the final product of the hydride reduction of 4-Nitrobenzaldhyde, had more hydrogen bonding because it gained Hydrogens. Thus, more hydrogen …show more content…
Even though the percent yield was extremely low (19.106%) and the melting point was lower than expected (85-88 degrees C and not 92-94 degrees C), the IR spectrum proved that the final product does not have a carbonyl group, as it was reduced to the alcohol group. The nitro group remain on the IR spectrum, proving that it was not reduced to Aniline. The TLC plate also proves a reduction has occurred, as the product Rf value (0.2195) was lower than the starting material Rf value (0.9512). The primary reason is because the product is the reduced formed of the starting material, resulting in more hydrogens and more hydrogen
The competing enantioselective conversion method uses each enantiomer of a kinetic resolution reagent, in this case R-HBTM and S-HBTM, in separate and parallel reactions, where the stereochemistry of the secondary alcohol is determined by the rate of the reactions. When using the CEC method, the enantiomer of the secondary alcohol will react with one enantiomer of the HBTM acyl-transfer catalyst faster than with the other HBTM enantiomer. The mnemonic that identifies the absolute configuration of the secondary alcohol is as follows: if the reaction is faster with the S-HBTM, then the secondary alcohol has the R-configuration. In contrast, if the reaction is faster with the R-HBTM, then the secondary alcohol has the S-configuration. Thin layer chromatography will be used to discover which enantiomer of HBTM reacts faster with the unknown secondary alcohol. The fast reaction corresponds to a higher Rf spot (the ester) with a greater density and a slower reaction corresponds to a lower Rf spot with high de...
There are two types of reactions that can take place in this lab, E1, unimolecular elimination, and E2, bimolecular elimination. An E1
The experiment was not a success, there was percent yield of 1,423%. With a percent yield that is relatively high at 1,423% did not conclude a successful experiment, because impurities added to the mass of the actual product. There were many errors in this lab due to the product being transferred on numerous occasions as well, as spillage and splattering of the solution. Overall, learning how to take one product and chemically create something else as well as how working with others effectively turned out to be a
Then the reaction tube was capped but not tightly. The tube then was placed in a sand bath reflux to heat it until a brown color was formed. Then the tube was taken out of the sand bath and allowed to cool to room temperature. Then the tube was shaken until a formation of a white solid at the bottom of the tube. After formation of the white solid, diphenyl ether (2 mL) was added to the solution and heated until the white solid was completely dissolved in the solution. After heating, the tube was cooled to room temperature. Then toluene (2 mL) was added to the solution. The tube was then placed in an ice bath. Then the solution was filtered via vacuum filtration, and there was a formation of a white solid. Then the product was dried and weighed. The Final product was hexaphenylbenzene (0.094 g, 0.176 mmol,
The theoretical yield of the m-nitrobenzoate was de-termined to be 4.59 grams. 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 was 8 centimeters.
The percent yield of products that was calculated for this reaction was about 81.2%, fairly less pure than the previous product but still decently pure. A carbon NMR and H NMR were produced and used to identify the inequivalent carbons and hydrogens of the product. There were 9 constitutionally inequivalent carbons and potentially 4,5, or 6 constitutionally inequivalent hydrogens. On the H NMR there are 5 peaks, but at a closer inspection of the product, it seems there is only 4 constitutionally inequivalent hydrogens because of the symmetry held by the product and of this H’s. However, expansion of the peaks around the aromatic region on the NMR show 3 peaks, which was suppose to be only 2 peaks. In between the peaks is a peak from the solvent, xylene, that was used, which may account to for this discrepancy in the NMR. Furthermore, the product may have not been fully dissolved or was contaminated, leading to distortion (a splitting) of the peaks. The 2 peaks further down the spectrum were distinguished from two H’s, HF and HE, based off of shielding affects. The HF was closer to the O, so it experienced more of an up field shift than HE. On the C NMR, there are 9 constitutionally inequivalent carbons. A CNMR Peak Position for Typical Functional Group table was consulted to assign the carbons to their corresponding peaks. The carbonyl carbon, C1, is the farthest up field, while the carbons on the benzene ring are in the 120-140 ppm region. The sp3 hybridized carbon, C2 and C3, are the lowest on the spectrum. This reaction verifies the statement, ”Measurements have shown that while naphthalene and benzene both are considered especially stable due to their aromaticity, benzene is significantly more stable than naphthalene.” As seen in the reaction, the benzene ring is left untouched and only the naphthalene is involved in the reaction with maleic
The ratios for NaBH4, MPV, and L-selectride are 24.2:75.8, 43.6:56.3, 91.3:.86 respectively. According to analysis of the 1H-NMR spectrum, it is shown that the trans product formed over the cis. The mechanism for L-selectride is very similar to that of NaBH4, but NaBH4 primarily yields the more trans isomer whereas the L-selectride primarily the cis isomer. The reason for this is because in NaBH4, the hydride is not being blocked when convert to OH so it’s free to do a top attack to make a lot more of the the trans isomer. Whereas the L-selectride has bulky groups that block from the carbonyl oxygen which means that it must perform bottom attack and because of this, the isomer that gets made is the cis at 91%. In MPV, the proton is free to attack the carbonyl oxygen in a frontside attack to give more of the trans isomer The MPV reaction using aluminum isopropoxide gives reversible reduction of ketones and aldehydes and the cis or trans can revert back to starting ketone. Each step in the mechanism is reversible so the reaction is driven by the formation of the more stable product which favored thermodynamic. Overall, the stereoselectivity of reaction is affected how the hydride is opened was when it was attacking the carbonyl
2-ethyl-1,3-hexanediol. The molecular weight of this compound is 146.2g/mol. It is converted into 2-ethyl-1-hydroxyhexan-3-one. This compounds molecular weight is 144.2g/mol. This gives a theoretical yield of .63 grams. My actual yield was .42 grams. Therefore, my percent yield was 67%. This was one of my highest yields yet. I felt that this was a good yield because part of this experiment is an equilibrium reaction. Hypochlorite must be used in excess to push the reaction to the right. Also, there were better ways to do this experiment where higher yields could have been produced. For example PCC could have been used. However, because of its toxic properties, its use is restricted. The purpose of this experiment was to determine which of the 3 compounds was formed from the starting material. The third compound was the oxidation of both alcohols. This could not have been my product because of the results of my IR. I had a broad large absorption is the range of 3200 to 3500 wavenumbers. This indicates the presence of an alcohol. If my compound had been fully oxidized then there would be no such alcohol present. Also, because of my IR, I know that my compound was one of the other 2 compounds because of the strong sharp absorption at 1705 wavenumbers. This indicates the presence of a carbonyl. Also, my 2,4-DNP test was positive. Therefore I had to prove which of the two compounds my final product was. The first was the oxidation of the primary alcohol, forming an aldehyde and a secondary alcohol. This could not have been my product because the Tollen’s test. My test was negative indicating no such aldehyde. Also, the textbook states that aldehydes show 2 characteristic absorption’s in the range of 2720-2820 wavenumbers. No such absorption’s were present in my sample. Therefore my final product was the oxidation of the secondary alcohol. My final product had a primary alcohol and a secondary ketone
A weak peak was at a position between 1600-1620 cm-1 can also be seem in the IR, which was likely to be aromatic C=C functional group that was from two benzene rings attached to alkynes. On the other hand, the IR spectrum of the experimental diphenylacetylene resulted in 4 peaks. The first peak was strong and broad at the position of 3359.26 cm-1, which was most likely to be OH bond. The OH bond appeared in the spectrum because of the residue left from ethanol that was used to clean the product at the end of recrystallization process. It might also be from the water that was trapped in the crystal since the solution was put in ice bath during the recrystallization process. The second peak was weak, but sharp. It was at the position of 3062.93 cm-1, which indicated that C-H (sp2) was presence in the compound. The group was likely from the C-H bonds in the benzene ring attached to the alkyne. The remaining peaks were weak and at positions of 1637.48 and 1599.15 cm-1, respectively. This showed that the compound had aromatic C=C function groups, which was from the benzene rings. Overall, by looking at the functional groups presented in the compound, one can assume that the compound consisted of diphenylacetelene and ethanol or
It could have been lower than 100% because some product was lost during the recrystallization process, or due to an incorrect separation of the impurities when cooling the mixtures. The melting point data confirmed that the synthesized crystals were likely identical to the methoxybenzyl phenol ether because the mixed melting point was the same as the purified crystals. If the products were different or the synthesized product had to many impurities in it then the mixed melting point would have been lower than that of just the crystals, by themselves. The TLC made sense, after looking at the TLC plates under UV light and the calculation of the Rf values, it was confirmed that the 4- Methoxy-phenol was present in the unknown.
The percentage yield gained was 70% from the Fischer Esterification reaction, which evaluates to be a good production of yield produced as the reaction is known to be reversible where conditions such as the concentration of the reactants, pressure and temperature could affect the extent of the reaction from performing. These white crystalline crystals were tested for impurity by conducting a melting point analysis and taking spectrospic data such as the IR spectra, HNMR and CNMR to confirm the identification of the product. These spectrospic methods and melting point analysis confirmed the white crystalline crystals were benzocaine.
the iron ore to iron. In the other cases of metals the most common way
of the atoms, so if there are more or larger atoms then there must be
People have always sought to better understand the world surrounding them through reasoning. People reason about things they wish to comprehend or things they want to question. Through reasoning, they come to a conclusion by formulating arguments supported by premises. People use arguments to convince others that their reasoning is correct. The premises may or may not effectively support the conclusion, thus this kind of faulty reasoning may be detected through correct reasoning and analyzation. There are two kinds of arguments: Inductive and Deductive arguments. Aristotle and other great thinkers believed induction and deduction were important in the explanation of the universe and scientific phenomena.
The measure of the ability of an electrolyte solution to conduct electricity is called its conductivity. Conductivity is also referred to as specific conductance. The SI unit of conductivity is siemens per meter (S/m).