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CHEM 282 Experiment #1: Crystallization and Melting Point Sophie Wolkoff (20107258) & Kaelen Partridge (20127197) TA: Bily Deng January 23, 2020 Experimental
:
The lab began with part 2 which involved performing four tests of solubility of acetanilide in the solvents water, ethanol, acetone and hexanes placed in four separate test tubes. Acetanilide was added to the test tubes and its solubility within the liquids was observed for each liquid at room temperature and an elevated temperature when placed in a steam bath. Part 3 involved a melting point analysis of three substances; pure reference acetanilide, pure reference benzoic acid, and a mixture of the two substances. Each substance was transferred into a melting point tube and positioned in a melting point apparatus where their temperature ranges over which they melted was observed and recorded. Single-solvent crystallization was carried out in part 4 with impure acetanilide and a water solvent. The acetanilide was dissolved in a minimum amount of hot water, subsequently cooled to room temperature and then placed in an ice-water bath to form crystals. Vacuum filtration was used to collect the solid crystals and remove impurities, and the crystals were dried in an oven to obtain an accurate measurement of mass. This process was repeated in step 5, first dissolving the acetanilide in hot ethanol before the solvent of water was added. The same process was performed to recover the crystals and record a measurement of mass. The melting point procedure was repeated in step 6, placing pure reference acetanilide, the crystallized acetanilide sample obtained from the experiment, and a mixture of these two substances into the melting point apparatus and recording a temperature range for each substance over which they melted. The procedures from the lab manual were changed in step 4 and step 5. Instead of heating the flasks directly in a hot water bath on the hot plate and then adding water
as the lab manual procedure outlined for both steps, the procedure was modified to heat
the water separately from the flask and add the warm water dropwise to the flasks. This way, the flasks were not heated directly and the process resulted in more accurate measurements of the minimum amount of hot water needed to dissolve the solids. Results: Table One: Solubility chart for acetanilide in various solvents
Solvent Observations Water Room temp: some of the solvent dissolves, but a large amount of white, opaque precipitate remained in large clumps Elevated temp: a bit more of the precipitate dissolved, but a lot of precipitate remained in large clumps Ethanol Room temp: almost all of the solvent dissolved immediately, with only a few
small granules of solvent remaining undissolved Elevated temp: all of the precipitate completely dissolved Acetone Room temp: all of the precipitate dissolved immediately Elevated temp: no further change occured Hexanes Room temp: when shaken, the solution was quite cloudy/murky with white precipitate, but when held still all the precipitate sunk to the bottom in a large pile Elevated temp: heating did not improve the solubility; the solution remained very cloudy with a lot of white precipitate Table Two: Recrystallization Chart (Sophie Wolkoff’s data)
Solvent chosen for single-solvent recrystallization: water
Single-Solvent Solvent-Pair Impure Weight (before recrystallization) 0.154 g 0.157 g Pure Weight (after recrystallization) 0.139 g 0.130 g % Recovery 90.3% 82.8% Appearance of Crystals White, very fine, opaque, shiny, snow-like appearance White, slightly clumpy, opaque, shiny Melting Point 115.4 - 116.6 ℃
N/A (not used for melting point analysis) Pure weight calculations
Mass of watch glass and recrystallized product (g) - mass of watch glass (g) = pure weight (g) Single Solvent:
47.112 g - 46.973 g = 0.139 g Solvent Pair:
47.002 g - 46.892 g = 0.130 g Percent recovery calculation:
Mass
of
pure
M
ass
of
impure × 100% = % recovery
0.134 g
Single Solvent:
0.154 g × 100% = 90.3%
0.130 g
Solvent Pair: 0.157 g × 100% = 82.8%
Table three: Recrystallization Chart (Kaelen Partridge’s data)
Solvent chosen for single-solvent recrystallization: water Single-Solvent Solvent-Pair Impure Weight (before recrystallization) 0.149 g 0.151 g Pure Weight (after recrystallization) 0.091 g 0.045 g % Recovery 61.1% 29.8% Appearance of Crystals White, very thin, lustrous, flakes in solid state White, large clumps, flaky, lustrous Melting Point N/A (not used for melting point analysis) N/A (not used for melting point analysis) Pure weight calculations
Mass of watch glass and recrystallized product (g) - mass of watch glass (g) = pure weight (g) Single Solvent:
31.470 g - 31.379 g = 0.091 g Solvent Pair:
29.151 g - 29.106 g = 0.045 g Percent recovery calculation:
Mass
of
pure
M
ass
of
impure × 100% = % recovery
0.091 g
Single Solvent:
0.149 g × 100% = 61.1%
0.045 g
Solvent Pair: 0.151 g × 100% = 29.8%
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