2. Materials and Method
All the chemicals were obtained from commercial sources and used without further purification. Melting point was measured in digital melting point apparatus (Veego, VMP-DS) model. 1H nuclear magnetic resonance (NMR) spectral was recorded at room temperature on a 300MHz liquid state NMR spectrometer in (Brüker Biospin, Switzerland) using tetramethylsilane as internal standard. The reactions were monitored by thin-layer chromatography (TLC) using precoated plates (Merck). All solvents utilized in thin layer chromatography were distilled before use.
2.1. Experimental
General Procedure for Thia-Michael Addition of Thiols to 2-nitro-3-phenyl-3-(phenylthio)propan-1-ol and its derivatives (6a-6f)
Thiol 2.45g of 1 equiv (22.33 mmol) was added to a mixture of Nitroolefins 4g of 1 equiv (22.33 mmol) in DAPCO 2 equiv, and the mixture was vigorously stirred at room temperature until the nitroolefin was consumed completely (5
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Elemental Analysis for C15H15NO3S: Calculated: C 62.26; H, 5.23; N, 4.84; O, 16.59; S, 11.08; Found: C 62.26; H, 5.23; N, 4.84; O, 16.59; S, 11.08.
3-(4-ethylphenyl)-2-nitro-3-(phenylthio)propan-1-ol (6b):
Yield: 88%; Colourless solid; mp: 92-93 ˚C; 1H NMR (300 MHz, CDCl3): δ 1.19 ( t, J=7.8 Hz, 3H), 2.24 (bs, 1H), 2.58 (q, J= 7.8 Hz, 2H), 4.26-4.36 (m, 2H), 4.65 (d, J=10.2, 1H), 4.98-5.05 (m, 1H), 7.08-7.27 (m, 9H); 13C NMR (75 MHz): δ 15.26, 28.44, 52.55, 62.39, 92.22, 127.85,
128.20, 128.57, 129.13, 132.22, 133.71, 133.84, 144.48. Elemental Analysis for C17H19NO3S:
3
Calculated: C 64.33; H, 6.03; N, 4.41; O, 15.12; S, 10.10; Found: C 64.33; H, 6.03; N, 4.41; O, 15.12; S,
9-anthraldehyde and (carbethoxymethylene)triphenylphosphorane were reacted together using the Wittig reaction to produce E-3-(9-Anthryl)-2-propenoic acid ethyl ester. .100 g of 9-anthraldehyde and .180 g of (carbethoxymethylene)triphenylphosphorane were used. 9-anthraldehyde was a green powder while (carbethoxymethylene)triphenylphosphorane was a white powder. Both were added together into a 3.00 mL conical vial with a magnetic spin valve. The vial was inserted into a 120 C sand bath to melt the reagents. Once the reagents melted, they were stirred for 15 minutes (2:30 pm-2:45 pm). After stirring, the vial was removed to cool to room temperature. 3.00 mL of hexanes were added to the vial and the suspension was stirred. The solvent was removed
Which one of the statements concerning valence bond (VB) and molecular orbital (MO) bond theories is correct?
Brianda Mendez Lab 05 Report Introduction: Thin-layer chromatography (TLC) is a very commonly used technique in synthetic chemistry for identifying compounds, determining their purity and following the progress of a reaction. Thin-layer chromatography or TLC, is a solid-liquid form of chromatography, it involves the distribution between two phases. The stationary phase is a polar adsorbent, it is coated on a glass slide or plastic sheet creating a thin layer of the particular stationary phase. The mobile phase, a liquid or a gas flows through the stationary phase and carries the components of the mixture with it.
There are many methods in the literature about measuring the porosity of porous material29. In our experiment, straight pieces of Grade 1 chromatography paper of 20 ⅹ 1 cm2 are cut. These segments are laminated to reduce the evaporation effect of water and also minimize the paper swelling upon getting wet. They were first weighed dry on a sensitive weighing balance. The bottom section of the laminated film is open, and the paper strips are dipped into water and oleic acid in a vertical position. The top of the laminated section is pierced to allow atmospheric pressure to act on both the sides and therefore not increasing the pressure increase inside the film as shown in Figure 1A.
The purpose of this lab was to perform thin layer chromatography test (TLC) and to calculate melting point to identify the components of a binary unknown mixture. For the purpose of the experiment, unknown #4 was chosen to test which of the following compounds were in it: ibuprofen, diphenhydramine HCl, caffeine or aspirin. The TLC test for unknown #4 resulted in two different spots that had R푓 values of .16 and .46. For the known compounds, the R푓 values were as followed: aspirin .64, ibuprofen .66, diphenhydramine HCl .5, and caffeine .28. From these results, it was concluded that the unknown consisted of diphenhydramine HCl and caffeine.
Gel-Filtration Chromatography is a commonly used method used in order purify a protein from a mixture, by means of separations. Different biomolecules differ in size, or their molecular weight. In the gel matrix inside the chromatography column, there are gel beads which are porous to allow certain sized molecules to enter. The molecules that are able to enter the pores of the gel, are held in stationary phase and will elute from the column later on, these are usually smaller, to medium sized molecules. Larger molecules that are not able to fit in the pores will elute out of the column first, they are involved in mobile phase where they just go straight through the column without interacting with the gel beads. Smaller molecules will have a higher elution volume, while the larger molecules will have a lower elution volume. The volume to elute the protein is inversely proportional to the molecules size.
Retention time is the time required to elute a solute to a maximum from a column. It indicate how long it takes for a chemical compound to come out of the HPLC column. In HPLC chromatography, the polar solvent will be attracted to a polar solute that bound to the stationary phase. The polar solvent compete with stationary phase for the bound state. Therefore, the higher the polarity of the solute, the more easily it being affected by the solvent.
The Thin Layer Chromatography of Drugs lab taught me how chromatography could be used to identify the compounds of an unknown drug. This procedure relied on using compounds that had a known travel distance, which served as the control, and examining how far the compounds in the unknown drug traveled. The results of this experiment indicated that drugs are chemical molecules with a diverse amount of compounds i.e.: caffeine, acetaminophen, asprin, etc. The essentials of this lab relied on two factors that allow for the separation of different compounds from the drug.
To a 5 mL conical vial with a spin vane, 5-nitro-2, 3-dihydrophthalazine-1, 4-dione (.151 grams) was added. Next, sodium hydroxide (2 mL, 3M) was added to the conical vial and stirred until a reddish brown color was obtained. The addition of sodium hydrosulfite (.254 grams) followed, and the sides of the conical vial were
Chromatography Investigation Chromatography is a highly regarded technique used to separate the components of a mixture. It is based on the principle that each component possesses a unique affinity for a stationary phase and a mobile phase. The components that are more inclined to enter the mobile phase will migrate further on the chromatogram and distinguish themselves from the other components. The type of solvent used in chromatography is known to directly affect the separation of the mixture. In this experiment, thin-layer and column chromatography will be utilized to separate the numerous chlorophyll and carotenoid pigments of a spinach extract.
Column Chromatography and TLC of Spinach Group Experiment 3 – Individual Lab Report (Save as pdf and submit, due by 12:00 NOON one week after experiment) Last Name: Wang First Name: Zoey Lab Partner(s): Sue Wang TA Name: Sosthene
The principle of this experiment is to understand the basic functions of hemoglobin, vitamin B-12 and to learn different types of column chromatography. The experiment is conducted through Size Exclusion Chromatology also known as gel filtration chromatography, which is the isolation of molecules based on their size. Hemoglobin function is to carry oxygen through the body, it can be found in red blood cells, and it is responsible for red color in blood. “A protein inside red blood cells that carries oxygen from the lungs to tissues and organs in the body and carries carbon dioxide back to the lungs.” (1).
Experiment was done to understand the effects of Thin layer Chromatography using various concentration mixtures of solvents.
(Q3:Purification) Product was purified via crystallization and using ice-cold water ensured product remain intact while impurities were washed into the filtrated liquid. The results gathered were measured against already scientifically established melting points of the product, the standard solutions provided, and retention factor (Rf) values to conclude the unknown nucleophile used in the beginning was 4-methoxyphenyl.
The objective of this lab was to use Thin Layer Chromatography to separate the different compounds found in four over-the-counter drugs. TLC uses the polarities of the different compounds to separate them and the uses their Rf value to determine the exact compound(s) present. Compounds with higher polarity will stay closer to the baseline because they have a stronger connection to the silica.