Objective of this experiment was to perform distillation of cyclohexanol and to purify it into cyclohexene. Also, to determine the IR spectroscopy to characterize cyclohexene. In part one of the experiment, cyclohexanol (3ml, 0.03 mole) was measured and added to a 5mL short-necked round bottom flask. Next, 0.75 mL of 85% phosphoric acid was pipetted into the flask and boiling chips was added. Then, simple distillation was setup by clamping the flask above the sand bath. A thermometer was inserted into a rubber connector so that it was below the side arm and not the touching glass. The mixture was heated for 10 minutes in the sand bath at a low temperature. After the 10 minutes the temperature was increased and the cyclohexene started to distill. The distillation head was wrapped with aluminum foil. A spatula was used to adjust the sand when the temperature exceeded 100 ºC on the thermometer. It was observed when the vapors went through the air condenser and into a receiving flask. Simple distillation was collected at 89-85 ºC. When simple distillation was completed the flask was removed from the sand bath. Then, the distillate was placed in a 30 mL separatory funnel. Next, 1.0 mL of 10% Na2CO3 was added to the distillate to neutralize acid. The funnel was swirled until there weren’t any pressure. The aqueous layer was drained from the funnel. The upper, cyclohexene, was poured to an Erlenmeyer flask. Next, 1.0 mL of toluene was added to the flask. The flask sat out for 5
Different procedures were used to isolate benzil from the ether layer and benzoic acid from the aqueous layers. To isolate benzil, anhydrous MgSO4 was added to the flask containing the ether layer solution. MgSO4 removes the remaining water in the ether layer solution. After making sure that enough amount of MgSO4 present in the solution, the ether solution was filtered by using gravity filtration. During filtration, MgSO4 was removed from the solution and the ether solution was collected in 25 ml flask. To separate benzil from the filtered ether solution, the beaker containing the ether solution was heated until the ether evaporated. After letting the beaker to cool to room temperature, the mass of the beaker with the benzil crystals was measured. From the combined mass of the beaker and the benzil crystals and from the predetermined mass of the beaker, the mass of the collected crystals was calculated to be 0.266 gram.
A 0.5 g of sodium tungstate dihydrate was weighed and transferred into a 50-mL round-bottom flask with a magnetic stir bar. Approximately 0.6mL of Aliquat 336 was then transferred carefully into the round bottom flask using a 1mL syringe. The round bottom flask and its contents were then set up in an oil bath. 11mL of 30% hydrogen peroxide and 0.37 g of potassium bisulphate were added to the reaction mixture in the round bottom flask and stirred using a magnetic stirrer. Lastly, 2.5mL of cyclohexene was added using automatic dispenser and the mixture stirred. A condenser was fitted on the round bottom flask, clamped and attached to water horses. The reaction mixture was then heated on the oil bath and the reflux process initiated for an hour while stirring the mixture vigorously. Half way while rinsing, any trapped cyclohexene in the condenser was rinsed. After 1 hour, the round bottom flask was rinsed
Abstract The purpose of this experiment is to separate a mixture of hexane and toluene by collecting fractions through simple and fractional distillation. Because hexane’s boiling point is about 68°C and the boiling point of toluene is 111°C, the two compounds distill at different times. Pure products will be analyzed with gas chromatography to determine the success of the distillation. For easy separations, a simple distillation apparatus probably will suffice, but for more difficult separations, a fractional distillation apparatus will be used in this lab. The goal is to show that fractional distillation separates the two compounds more completely because less material is lost. In conclusion the fractional distillation indeed separates the two compound
Alcohol dehydrations are widely used in many industries to produce alkene. In this experiment 2-methylcyclohexanol was dehydrated to three possible products using phosphoric acid as a catalyst. The main tool for this experiment is the Hickman still. First, Drierite was added to the Hickman still so that any excess water formed during the experiment will be absorbed. It also acted as a boiling stone and addition surface to increase surface area. Next, 0.75 mL of 2-methylcyclohexanol is added to the still and right after 1 mL of phosphoric acid is added. The phosphoric acid (H3PO4) acts as a catalyst in order for the reaction to occur. The mixture is heated up to between 120o Celsius and 160o Celsius. If the temperature goes above 165oC then
Whereas for simple distillation, the compounds need to be around 80C apart in order for proper separation to occur. Thus, cyclohexane and toluene were not able to be properly separated since the boiling point for cyclohexane was 80.74C while the boiling point of toluene was 110.6C—there two boiling points are fairly close to one another. Thus, the mole fraction for cyclohexane and toluene were fairly low when compared to cyclohexane and
We used TLC analysis to identify each product obtained from the dihydroxylation reactions by spotting a TLC plate with the product of our reaction, a solution of cis-cyclohexane, trans-cyclohexane, and a 50:50 mixture of the two. We then placed the plate in a beaker with ethyl acetate saturating the atmosphere to allow the TLC plate to develop. Finally, we compared Rf values of the components of the mobile phase, after the phase was completed. 100% ethyl acetate was used instead of 100% Hexane or a mixture of Ethyl Acetate, because ethyl acetate has high polarity and can separate the components of a mixture to elution, unlike hexane, which is non-polar, and therefore unable to separate the components of the mixture. A 50:50 mixture of both would not work, because the polar and non-polar compounds would neutralize the mixture, and thereby not separate the components of the mixture.
1.5mL of phosphoric acid including 3-4 boiling chips were also added to the 25mL flask. The short path distillation apparatus was set up as shown in Figure 1. A heating mantle was used to heat up the 25mL flask. The solution was distilled to the receiving flask until a small amount of liquid remained in the initial RBF flask. At this point the presence of thick grey smoke pulling over into the entire apparatus was observed. The apparatus was then left to cool down. Through the use of pasture pipette, the aqueous layer from the distilled solution was drawn out. Sodium carbonate was then added to the remaining organic solution in order to check the pH and to verify the basicity of the solution. The aqueous layer was again drawn out from the solution. Next, 0.5g of sodium sulfate was added to the remaining organic layer and was swirled until the liquid appeared to be dry and clear. The alkenes were transferred into a clean 10mL flaks using another clean pasture pipe. The apparatus from the first distillation was rinsed off with
The proof (twice the % alcohol) starts at its maximum and goes down (as the alcohol evaporates). If we start with a high concentration of alcohol, we will get the azeotrope (95% alcohol, 5% water) for a while, then the concentration will decrease.
reaction. The purpose was to learn what a SN1 reaction was with combining 2,5-dimethyl-2,5-hexanediol and HCl and to learn how to use an infrared spectrum for analyzing the reaction. The infrared spectrum determined the alcohol content
The purpose of this lab was to carry out a dehydration reaction of 2-methylcyclohexanol by heating it in the presence of phosphoric acid and determining which alkene product would be the major product. Methylcyclohexanols were dehydrated in an 85% phosphoric acid mixture to yield the minor and major alkene product by elimination reaction, specifically E1. The alkenes were distilled to separate the major and minor products and gas chromatography was used to analyze the results and accuracy of the experiment. The hypothesis was the major product of the reaction would be the most substituted product. This conclusion was made because of
With the purpose of the experiment being to identify the 30 mL of unknown liquid, the theoretical basis of simple and fractional distillation must be deconstructed and applied to the data obtained describing the liquid in question.
Distillation is a method of separating two volatile chemicals on the basis of their differing boiling points. During this lab, students were given 30 mL of an unknown solution containing two colorless chemicals. Because the chemicals may have had a relatively close boiling point, we had to employ a fractional distillation over a simple distillation. By adding a fractionating column between the boiling flask and the condenser, we were able to separate the liquids more efficiently due to the fact that more volatile liquids tend to push towards the top of the fractionating column, thereby leaving the liquid with the lower boiling point towards the bottom. After obtaining the distillates, we utilized a gas chromatograph in order to analyze the volatile substances in the gas phase and determine their composition percentage of the initial solution. Overall, through this lab we were able to enhance our knowledge on the practical utilization of chemical theories, and thus also demonstrated technical fluency involving the equipment.
A Chemist Looks at… Seeing Molecules React 13.129 Describe in general terms how chemists can follow the character of a reacting molecule using lasers. Chemists have developed laser technology that handled correctly can allow the experimenter to follow the molecule as it changes. Chemist use multiple types of laser between high and low frequencies. The high frequency excites the molecule then the lower frequency can pulse or probe the molecule. The change of the wavelengths the molecule gives off allows the experimenter to know something is about to change in the molecule.
The boiling range of the 1-pentyl ethanoate distillate was approximately between 149-151°C. This was indicated by the formation of the distillate and when the mixture of the purified 1-pentyl ethanoate started to vigorously
As it reaches the distilling side arm, the temperature of the vapor is collected. The vapor pressure becomes strong enough that the vapor begins to travel down the condensing tube where it is converted back into liquid. This liquid should be distilled from any contaminants. This is capable because different molecules have different boiling points. For instance waters boiling point is roughly 100oC where as Methanol’s boiling point is 65.4oC therefore the Methanol will boil and evaporator first leaving only water in the boiling flask. Once the temperature of the vapor reaches 100oC no methanol should be left in the boiling flask and the water should now be the only vapor