Lab 3_ Separations of Components of a Solid Misture (3)

pdf

School

Vanderbilt University *

*We aren’t endorsed by this school

Course

MISC

Subject

Chemistry

Date

Feb 20, 2024

Type

pdf

Pages

4

Uploaded by tagourdin

Report
Experiment #3 – Separations – Report Form Chem 2221L Fall 2021 The Separation of a Mixture and the Purification of its Components The purpose of this experiment was to separate three solid mixtures into its specified components (p-nitroaniline, benzoic acid, and benzil) and recover as much pure material of each component as possible, while also obtaining melting points. This was a three week process, using laboratory techniques such as: separation of the sample mixture using a separatory funnel, then using a vacuum filtration for recrystallization of the three samples. The second week was dedicated to purifying the sample by hot-filtration recrystallization and lastly during the third week, using Thin-Layer Chromatography to analyze the polarity/separation difference of each compound and comparing them to the pure mixture obtained during week 1. The totality of this lab demonstrated the importance of separation and purification. Being able to separate and isolate each component sanctions precise analysis and defining characteristics of each sample. Organic chemists can then further their research, using required pure samples, to study the properties, structures, and compositions of each component. During the first part of the experiment, it emphasized the importance of acidity and basic components: p-nitroaniline being the most basic (the first compound to be separated into the aqueous solution while having the other two compounds still in the organic layer), followed by benzil, and then benzoic acid being the most acidic solid. The third part of this experiment was focused on obtaining melting points and predicting the purity of the separated solids to the data of the pure solid melting points. Lastly, the significance of the fourth part of the experiment was centered on understanding the difference in polarity among the three components, with p-nitroaniline being the most polar and benzil being the most non-polar component. This is an important factor in analyzing the results of the purity of each component. Results: Original Mixture Mass (g) 3.02
Mass of Percent Recovery of Each Compound Compound Mass of Crude Isolated Solid (g) Percent Recovery Mass of Recrystallized Compounds (g) Percent Recover y Mass of Purified Compound s (g) Percent Recovery P-Nitroaniline 0.137 4.50% - - - - Benzoic Acid 0.618 20.46% 0.133 21.52% 0.0038 2.86% Benzil 1.713 56.72% 0.858 50.09% - - Total 2.468 81.68% 0.991 71.61% 0.0038 2.86% RF Values P-nitroaniline: 0.6/5.3 = 0.113 Benzoic Acid: 3.1/5.3 = 0.585 Benzil: 3/5.3 = 0.566 Original Mixture: 0.6/5.3 = 0.113 Melting Points Obtained (Degrees Celsius) P-nitroaniline: 137 Benzoic Acid: 119 Benzil: 96 Questions To answer.
1. When is hot gravity filtration used and when is vacuum filtration used during recrystallization (in this experiment)? What is the purpose of each type of filtration (think about what you were collecting on the filter paper)? a. Hot gravity filtration is used when recrystallizing a compound that has recently been dissolved at an increased temperature and while being cooled, goes through the recrystallization process involuntarily. The purpose of hot gravity filtration is to remove impurities/solid contaminants that are insoluble. Vacuum filtration is mainly used to separate a solid (crystals or powdered compounds) from a liquid solution. Using a vacuum and a filter-paper lined Buchner funnel, a “negative pressure” is created, dividing the solvent (that passes through the filter paper) and the solids (Benzoic Acid and Benzil) that are left on top of the filter paper. In this experiment, the vacuum filtration was used for both benzoic acid and benzil recrystallization while the hot gravity filtration was used for benzil recrystallization before vacuum filtration. 2. Why must the level of the solution in the developing chamber be below the spot on your TLC plate? a. The level of the solution in the developing chamber must be below the spot on the TLC plate to prevent the samples from dissolving in the solvent before the capillary action in the developing jar is initiated. 3. Why is anhydrous calcium chloride added to the “organic solution” from part 1? a. Anhydrous calcium chloride is added to the organic solution from part 1 because it is a suitable drying agent that will remove the moisture and water from the benzoic acid and benzil mixture after the p-nitroaniline is extracted. 4. Discuss your percent recovery of the recrystallized benzil and benzoic acid. a. Recrystallization of both benzil and benzoic acid had a relatively high percent recovery in contrast to the p-nitroaniline. According to research, the optimal percent recovery is between 70-120%. Comparing my results to the optimal percent recovery, deduces that the purification of each sample was less than desirable. Also, when using the rotary evaporator in the earlier part of the experiment, some of my solution was lost, due to a broken keck clamp, which could potentially result in impurities in my sample of Benzoic Acid.
Your preview ends here
Eager to read complete document? Join bartleby learn and gain access to the full version
  • Access to all documents
  • Unlimited textbook solutions
  • 24/7 expert homework help
5. Comment on the success (or lack of success) of the separation and purification of the three components. Use specific evidence obtained in the lab to support your conclusions. a. The success of the separation and purification of the three components was a difficult task. For example, when using the separation funnel, determining when to stop the flow and distinguishing between the aqueous layer and the organic layer was complicated. Also, when obtaining the melting point for each solution, I noticed a slight decrease in temperature compared to the pure sample melting points. This indicates that the separation of the mixtures was not as successful and there were impurities left in the sample. Lastly, analyzing the thin layer chromatography demonstrated a lack of success in separating and purifying the three components. On my thin layer chromatography, there were Benzoic Acid spots developed where the Benzil spots were. The thin layer chromatography should have shown a clear distinguished spot between each component, but only p-nitroaniline had a successful separation as its spot was clear and in the same position as the pure mixture spot. References: https://dec.alaska.gov/spar/csp/faq/lab-data/#:~:text=If%20your%20report%20shows%20%E2% 80%9Cmatrix,done%20to%20overcome%20the%20interference. https://chem.libretexts.org/Bookshelves/Introductory_Chemistry/Introductory_Chemistry_(CK-1 2)/02%3A_Matter_and_Change/2.10%3A_Separating_Mixtures https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5206469/