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SC CHEM 333 - Post-Lab 2 -Chem 333

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Chem 333L Experiment 2a/b Post-Lab Results- Lab 2a Observations The unknown used in this experiment appeared as a colorless liquid with a pungent odor. After performing the simple distillation, the product appeared identical to the original sample. Boiling Point As the product was heated, it began to boil at approximately 58 degrees C , afterward rising to a consistent 63 degrees C as the distillation concluded. Based on this observation, the compound most closely resembles methanol, which has a boiling point of 64 degrees C. The difference of boiling point in the sample can be attributed to impurities dissolved in the methanol, lowering the affect of its intermolecular forces. Simple Distillation Results Summary The distillation of a 15mL sample of an unknown compound was run at 760 mmHg barometric pressure until 12mL of product had been collected. For each 0.5mL of distillate formed, the temperature of the vapors within the distillation apparatus was measured. In this way, the process can be observed as a function of volume versus temperature. The results are seen below. Volume mL Temperature °C Volume mL Temperature °C Volume mL Temperature °C 0.0 58 4.0 61 8.0 61.5 0.5 58 4.5 61 8.5 61.5 1.0 60 5.0 61 9.0 61.5 1.5 61 5.5 61 9.5 62 2.0 61 6.0 61 10.0 62 2.5 61 6.5 61 10.5 62 3.0 61 7.0 61.5 11.0 62 3.5 61 7.5 61.5 11.5-12.0 63Results- Lab 2b Fractional Distillation Summary Because of the similar boiling points of both Cyclohexene and n-Butyl Acetate, simple distillation would have proven ineffective. Instead, fractional distillation was used to separate a 16ml mixture of the two (8mL each) into separate, pure products. Below are the results of the experiment. 1st Product 2nd Product Volume mL Temperature °C Volume mL Temperature °C Volume mL Temperature °C Volume mL Temperature °C 0.0 45.5 2.0 46 4.0 43 0.0 43.5 0.5 41 2.5 46 4.5 42 0.5 43 1.0 40 3.0 46 5.0 43 1.0 44 1.5 45 3.5 46 - - 1.5 44 Analysis of IR Results 0 0.5 1 1.542.442.642.84343.243.443.643.84444.2Fractional Distillationn-Butyl AcetateVolume (mL)Temperature (C)Lab 2a Unknown D-Methanol Lab 2b Cyclohexene n-Butyl AcetateMethanol can be seen with a O-H stretching between 3000-4000. Cyclohexene and n-Butyl Acetate have sp2 C-H stretching at 3100 and CH2 bending at 1460. Cyclohexene's carbon double bonding can also be seen at 1650. Conclusion In lab 2a simple distillation was used with a single, unknown compound as a means of identification. The boiling point was observed as the vapor temperature at intervals of 0.5mL product produced. Despite error do to impurities and equipment inaccuracies, the compound was easily identified as methanol with a boiling point of approximately 63 degrees. In lab 2b, two known compounds were given, cyclohexene and n-Butyl Acetate, as a mixture to be separated by means of fractional distillation. Because the fractional column allows for different temperatures along its length, compounds with similar boiling points can still be separated and collected as pure products. Although this process takes longer, it allows for purer products and can separate more substances than distillation. Altogether fractional distillation is the more effective and ideal method of distillation. References Chemistry 333L&334L: Microscale Experiments in Organic


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