Castor Oil Chromatography

Abstract: One mixture of two unknown liquid compounds and one mixture of two unknown solid compounds were separated, isolated, purified, and characterized by boiling point. Two liquid unknowns were separated, isolated, and purified via simple distillation. Then, the process of an acid-base extraction and washing were used to separate two unknown compounds into two crude compounds: an organic acid and a neutral organic compound. Each crude compound was purified by recrystallization, resulting in a carboxylic acid (RCO2H) and a pure organic compound (RZ). The resulting mass of the pure carboxylic acid was 1.688g with a percent recovery of 31.80%, the boiling range was 244-245 °C, and its density was 2.0879g/mL. The resulting mass of the pure organic solid was 2.4902g with a percent recovery of 46.91%, the boiling range was 52.0-53.4°C, and its density was 1.5956 g/mL.

In this experiment, the Fischer Esterification of an unknown acid and an unknown alcohol was used to prepare an unknown ester. Sulfuric acid was used as a catalyst in the reaction which then was put under reflux. After cooling, the pH of the solution was raised to approximately 8 using sodium carbonate. Diethyl ether was added, then the aqueous layer was removed and the organic layer was washed with sodium chloride. The aqueous layer was removed again and sodium sulfate was added. The unknown product was then identified using gas chromatography (GC) to obtain the retention time.

Which one of the statements concerning valence bond (VB) and molecular orbital (MO) bond theories is correct?

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

A pre-weighed (0.315g) mixture of Carboxylic acid, a phenol, and neutral substance was placed into a reaction tube (tube 1). tert-Butyl methyl ether (2ml) was added to the tube and the solid mixture was dissolved. Next, 1 ml of saturated NaHCO3 solution was added to the tube and the contents were mixed separating the contents into three layers. Once this was completed

Results: No substantial qualitative data was collected, except that the original reaction mixture turned a purple color. Upon the addition of anise oil and heat, the reaction mixture turned a brown color. And with the addition of NaHSO3 the mixture turned a white color. The mass of the final product sample was measured to be 0.08g (see Calculation 1). The melting point range for this sample was 172.8-185.4ºC in Trial 1 and 171.6-185.2ºC in Trial 2 (see Table 1). The IR spectrum of anise oil can be found attached. Peaks appear to exist at 3022.86, 3002.41, 2957.58, 2933.88, 2912.63, 2834.94, and 2723.19 (cm-1). Another set of peaks appear to exist at 1608.06, 1510.55, 1464.73, 1441.16, 1306.3, 1283.06, 1247.18, 1174.78, 1036.26, 964.58, 839.29, and 787.03 (cm-1). No other significant quantitative results were collected.

Experiment 4A: Determination of a Partition Coefficient for Benzoic Acid in Methylene Chloride and Water, and Experiment 4B: Solvent Extraction I: Acid-Base Extraction Using the System Benzoic Acid, Methylene Chloride, and Sodium Bicarbonate Solution

118℃ and 118-119℃, and 126℃ respectively), when adding heat to the solution, both reactants, 1-butanol and ethanoic acid, will boil and turn into a vapour before the ester, at approximately 118℃. Therefore, their vapour will pass through the Liebig condenser and be condensed back into liquid form to be collected as a distillate before the ester. Only when the temperature reaches approximately 126℃ will the ester undergo this same process and be distilled to obtain an ester distillate. However, as the ester is distilled after the reactants, its distillate can only be collected later as a mixture with the distillates of the reactants. Moreover, as the density of 1-butanol and the ester, 1-butyl ethanoate is very similar (i.e. 0.81gmL-1 and 0.88gmL-1 respectively), it will also be hard to identify the ester layer. Hence, if a distillation set up were used for the production and collection of the ester, isolation of ester as it forms would not be

First, saturate the TLC trough with 30 ml of ethyl acetate: methanol solution for 10 mins. Next, spread the silica gel into into a 0.2 micrometer film over the Aluminum plate. Then, to dry the plate for usage, heat the plates in an oven at 110 Celsius for 5 min. Apply the samples 1 cm above the base of the plate using a sample applicator, along with nitrogen gas to allow the bands to simultaneously dry. Place the TLC Plate into the chromatography trough, and allow the plate to develop until the 10cm mark. Follow up by scanning the TLC plate in a densitometer to obtain a chromatogram of the separated samples. The Peak of caffeine observed on the chromatogram can be matched to the real plate and be scraped off for the retrieval of caffeine.

Purpose: The purpose of the experiment was to perform the acid-catalyzed Fischer Esterification of acetic acid and isopentyl alcohol to form isopentyl acetate, or banana oil, which is used in flavor industries. The equilibrium of the reaction was changed by adding an excess amount of acetic acid. The reaction was refluxed and product was purified by extraction and distillation. Isopentyl acetate was analyzed by infrared spectroscopy and 1H NMR spectroscopy.

An ester was synthesized during an organic reaction and identified by IR spectroscopy and boiling point. Acetic acid was added to 4-methyl-2-pentanol, which was catalyzed by sulfuric acid. This produced the desired ester and water. After the ester was isolated a percent yield of 55.1% was calculated from the 0.872 g of ester recovered. This quantitative error was most likely due to product getting stuck in the apparatus. The boiling point of the ester was 143° C, only one degree off from the theoretical boiling point of the ester 1,3-dimethylbutyl, 144 ° C. The values of the

The purpose of this experiment was to use solvent extraction techniques in order to separate a mixture consisting of a carboxylic acid (p-toulic acid), a phenol (p-tert-butylphenol), and a neutral compound (acetanilide). Extraction is the process of selectively dissolving one or more of the compounds of a mixture into an appropriate solvent, the solution that contains these dissolved compounds is called an extract (Manion, 2004).

Chromatography is a separation technique in which the mixture to be separated is dissolved in a solvent and the resulting solution, often called the mobile phase, is then passed through or over another material, the stationary phase. The separation of the original mixture depends on how strongly each component is attracted to the stationary phase. Substances that are attracted strongly to the stationary phase will be retarded and not move alone with the mobile phase. Weakly attracted substances will move more rapidly with the mobile phase.

AIM : Thin-Layer Chromatography can show many different characteristics of a mixture. It is recognized for isolation , separation ,identification, and anaylsis of the mixture’s components. The purpose of this experiment is to separate carbohydrates into its pure components such as mixtures of monosacrides by TLC. TLC is used to identify sugars in normal and pancreatic disease urine, the procedure is easy and reproducible .

Crude coal tar can be further purified using various techniques viz. solvent extraction, fractional distillation or coloum chromatography. The extraction of crude coal tar with alcohol containing 5% w/w Tween 80 produces Liquor carbonis detergens (LCD). Similarly, the