Module 2 Lab Report
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CHEM 2203
Experiment 4A & 4B: Use of Equilibrium Distribution & Isolation to Calculate the Partition
Coefficient of a Solution of Methylene Chloride, Water, and Benzoic Acid, and a Solution of
Benzoic Acid, Methylene Chloride, and Sodium Bicarbonate, all at a Microscale Level
Objective:
The purpose of this experiment is to utilize the found data concerning the extraction of the
dissolved solute within the solvent to determine two partition coefficients. This lab will use
many techniques including: weighing containers and benzoic acid with an electronic scale, use of
both automatic and manual pipettes to deliver liquids to their appropriate containers, and
extraction of the intended solute through a heater block.
Experimental Procedure:
The procedure for this experiment was provided by Mayo and can be found between pages 141
and 147. Additional modifications to the procedure included:
●
Use of 0.083 grams of benzoic acid instead of the intended 0.075 grams.
Reaction Scheme:
4A: No reaction occurred during experiment 4A.
4B: The combination of sodium bicarbonate and benzoic acid formed sodium benzoate and
carbonic acid in experiment 4B.
Data and Results:
Benzoic Acid
Methylene
Chloride
Water
10% Sodium
Bicarbonate
Mol. Formula
C
6
H
5
COOH
CH
2
Cl
2
H
2
O
CHNaO
3
Amount (mg)
83 mg (4A)
75 mg (4B)
N/A
N/A
N/A
Volume (mL)
N/A
1.0 mL
(Both 4A & 4B)
1.0 mL
(4A only)
1.0 mL
(4B only)
mmoles
.680 mmoles
(4A)
.614 mmoles
(4B)
N/A
N/A
N/A
Molar Mass
(g/mol)
122.12 g/mol
84.93 g/mol
18.02 g/mol
84.01 g/mol
Density (g/mol)
1.27 g/mol
1.33 g/mol
1 g/mol
2.16 g/mol
Melting Point
(ºC)
121-123 ºC
-97.6 ºC
0 ºC
50 ºC
Boiling Point
(ºC)
249 ºC
40 ºC
100 ºC
851 ºC
Observations:
●
The benzoic acid used initially started out as a white, grainy substance with a slight
variation in granule sizes.
●
All of the solvents used were originally clear, viscous liquids.
●
The organic layer of methylene chloride layered on the top for experiment 4B and settled
to the bottom for experiment 4A.
●
The weight for the screw cap test tube containing a boiling stone was 11.4 grams for
experiment 4A.
●
The weight for the screw cap test tube containing a boiling stone was 11.410 grams for
experiment 4B.
●
After heating the test tube containing the mixture using the heater block, the weight was
11.430 grams for experiment 4A.
●
The constant mass of the test tube containing the mixture using the heater block for
experiment 4A was 11.430 grams.
●
After heating the test tube containing the mixture using the heater block, the weight was
11.802 grams for experiment 4B.
●
The constant mass of the test tube containing the mixture using the heater block for
experiment 4B was 11.797 grams.
●
During the second part of the 4B experiment the test tube cracked in half, all values used
are accredited to Sarah Strait.
●
The partition coefficient calculation will not be correct for experiment 4B because there
was a remaining amount of 10% sodium bicarbonate in the test tube after collecting the
final constant mass of the test tube.
Calculations:
K
p
= (mg of benzoic acid in the methylene chloride layer / amount of organic solvent used)/ (mg
of benzoic acid in the aqueous water layer / amount of aqueous solvent used)
Experiment 4A:
1.
mg of benzoic acid in the methylene chloride layer
11.430 grams - 11.400 grams = 0.030 grams or 30 mg
2.
mg of benzoic acid in the aqueous water layer
0.083 grams - 0.030 grams = 0.053 grams or 53 mg
3.
K
p
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(.030 grams benzoic acid / 1mL methylene chloride) / (.053 grams benzoic acid / 1mL
water) = .566
Experiment 4B:
1.
Mg of benzoic acid in the methylene chloride layer
11.797 grams - 11.410 grams = 0.387 grams or 38.7 mg
2.
Mg of benzoic acid in 10% sodium bicarbonate
0.075 grams - 0.387 grams = -0.312 grams
3.
K
p
(0.0387 grams benzoic acid / 1mL methylene chloride) / (-0.312 grams benzoic acid /
1mL 10% sodium bicarbonate) = -1.24
This partition coefficient doesn’t make sense in context of the experiment because there
was left over 10% sodium bicarbonate after the constant mass of the test tube had been
obtained.
Questions:
1.
a.
According to my experience, I found the separatory funnel to be more efficient for the
solvent extraction procedure than the conical vial because of the accuracy I was able to
obtain with it. In my past experiences of using a conical vial there has always been some
loss of solution when transferring between the conical vial and the test tube. While this
amount is usually negligible and won’t impact the results of the experiment significantly,
it is ultimately less accurate than using a separatory funnel because of the 0% loss that is
accrued when using a separatory funnel.
b.
Assuming ideal separatory funnel performance, I think the separatory funnel provides a
more accurate determination of the partition coefficient when compared to the conical
vial because there is less risk of loss of solution due to spillage and remaining amounts of
solution left in glass pipettes.
2.
a.
There was a significant difference in the K
p
values between experiment 4A and
experiment 4B. The partition coefficient for experiment 4A was larger by approximately
1.806.
b.
The partition coefficient for experiment 4A was larger by 1.806 because of the incorrect
values determined for both 4A and 4B in context of the experiment. The partition
coefficient for experiment 4B shouldn’t have been negative but was affected in this way
because of the leftover 10% sodium bicarbonate after the constant mass of the test tube
had been obtained. The partition coefficient for experiment 4A shouldn’t have been so
small because there shouldn’t have been as much benzoic acid left over in the aqueous
layer and there should have been more in the methylene chloride layer.
3.
a.
If you extract 100mL of solvent Y there should be approximately 3.33 grams remaining
in X because:
b.
If you extract 2 * 50 mL portions of Y there will be approximately 2.5 grams of A
remaining because:
Works Cited:
1. Mayo, D. W.; Pike, R. M.; Forbes, D. C. Microscale Organic Laboratory with Multistep and Multiscale
Syntheses, 5thed.; John Wiley & Sons, Inc., 2011; pp 141-147.
2. Modifications for Expts 4A and 4B: Partition Coefficient Part B and Solvent Extraction I, Canvas document.
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