Organic Chemistry: Open Notebook Science Solubility Challenge
9/25/08 Chris Amick
Acetanilide in Acetone
Chemical Information
Name
Formula
M.W. g/mole
m.p. oC
b.p. oC
Density g/mL
Safety
Acetanilide
CH3CONHC6H5
135.17
113-115
304
1.219
Harmful if swallowed or inhaled. Causes irritation to skin, eyes, and respiratory tract. May cause cyanosis.
Acetone
C3H6O
58.08
-94.9
56.53
0.79
Extremely flammable liquid and vapor. May cause flash fire. Harmful if swallowed or inhaled. Causes irritation to skin, eyes, and reparatory trace. Affects CNS.
Name
Smiles
Chemspider link
Classification
acetanilide

OC(Nc1ccccc1)C


http://www.chemspider.com/Search.aspx?q acetanlide
amide
acetone

OC(C)C

http://www.chemspider.com/Search.aspx?q acetone
ketone
References:
http://en.wikipedia.org/wiki/Acetone
http://chemicalland21.com/lifescience/phar/ACETANILIDE.htm
www.chemspider.com


Methods and Materials
Materials
· 25 mL of acetone
· 5 g of acetanilide
· 100 mL graduated cylindar
· 4 medium sized test tube
· 10 mL graduated cylindar
· Small scoop for adding solute to solvent
· 25 mL beakers
· Scale
· Hot plate
· 100 mL beaker
· Centrifuge
Procedure
  • Be sure to clean all glassware before beginning experiment
All mass measurements should be made using a scale
1) Obtain 25 mL of acetone using a 100 mL graduated cylinder and approximately 5g of a acetanilide by taring a watch glass on a scale.
2) Measure approximately 5 mL of acetone into a 10 mL graduated cylinder and add the 5 mL into a medium sized test tube. Perform this step four times in order to have 4 medium sized test tubes that contain 5 mL of acetone.
3) Begin adding acetanilide to the test tube using a metal scoop and stir the mixture by shaking the test tube while taking care not to spill any of the solution.
4) When the solute fails to mix with the solvent stop adding solute. At this point, repeat step 3 and this step until all test tubes have been used.
5) Centrifuge all four test tubes the saturated solution for approximately 3 minutes.
6) After confirming that the solution is completely saturated pour the contents one test tube into a 10 mL graduated while trying to keep any extra solute in the test tube.
7) Record\measure the volume of the saturated solution and measure\record the mass of a 25 mL beaker.
8) Pour the saturated solution into the previously measured beaker and measure\record the mass of the beaker with the saturated solution. Return to step 6 and complete the other three test tubes.
9) Construct a hot water bath using a hot plate and 100 mL beaker.
10) Place the beakers into the hot water bath and allow the solvent to evaporate. Remove the beakers from heat as soon as the solvent has evaporated.
10) Measure\record the mass of each beaker with the remaining solute.
11) Allow the four beakers to sit open for 1-3 days and then measure\record the mass of the beaker.
12) Calculate the solubility of the solute in the solvent.

Experimental Results
Table 1: Experimental Measurements and Calculations
Trial
A
B
C
D
Mass of evaporation vessel, g
12.916
12.783
12.747
12.810
Volume of sat. solution, mL
5.050
5.100
4.970
5.190
Mass of evaporation vessel and sat. sol., g
16.909
16.930
16.662
16.894
Mass of evaporation vessel and solute before sitting for day, g
14.214
13.780
13.626
13.604
Mass of evaporation vessel and solute after sitting for one day, g
14.128
13.792
13.640
13.587
Mass of solute after evaporation, g
1.212
1.009
0.893
0.777
Mass of solution, g
3.993
4.147
3.915
4.084
Solubility using volume of solution, g/mL
0.240
0.198
0.180
0.150
Moles of solute
0.009
0.007
0.007
0.006
Concentration, M
1.776
1.464
1.329
1.108
Molality, moles/kg
2.246
1.800
1.687
1.408
Solubility, g/100g solvent
30.353
24.331
22.810
19.025

Table 2: Calculated Averages **
Average solubility g/100g solvent
24.130
Average concentration moles/L
1.419