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Kristine Go 13C

Experiment # 1: Purification of Benzoic Acid 08.11.2018

Data and Results


Table 1. Percent Yield of Benzoic Acid

Initial weight of benzoic acid 2.00 g

Final weight of benzoic acid 1.56 g

Percent yield 78%

Table 2. Melting Point Determination of Benzoic Acid

Start of melting 122.5°C

End of melting 125.1°C

Discussion
Precipitates are formed instantaneously, while crystals form slowly and not all at once. (1)
Thus, benzoic acid crystals were formed in the experiment since the solution was cooled
down to room temperature without an ice bath.
Yield of the final product is affected by amount of charcoal used, because adding more
charcoal means that more of the impurities can be attached to the charcoal. The temperature
of the water used to wash the crystals also affects yield, since hot water can dissolve the
crystals.
On the other hand, the purity of the obtained benzoic acid is affected by how well the
crystals were able to form without trapping any impurities left behind in the solution. This
purity can be measured through the melting point, which is around 122°C (2). Based on table
2, the obtained benzoic acid seems to be pure, with a starting melting point of 122°C.
The solubility of benzoic acid is 56.31g/L at 100°C and 1.7g/L at 0°C (3). These values
are equal to 5.631g/100mL at 100°C and 0.17g/100mL at 0°C, respective. Given this, around
0.14g will be lost to the solution as this will remain dissolved. Thus, 1.86g of benzoic acid
can theoretically be obtained, for a recovery of roughly 93%. This is, of course, much higher

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than the actual yield, because of many factors such as the loss of crystals due to the transfer
of the crystals between containers.

Accidents and Near-Misses


There were a lot of steps in the recrystallisation process. One mishap occurred during the
suction filtration step, wherein the water faucet was turned the wrong way and spilled water
everywhere. The Erlenmeyer flasks and funnels placed in the oven were also difficult to get
for later use, and one funnel in our table broke because of the precariousness of its position
inside the oven.

Sample Calculations
actual yield 2.00 g benzoic acid
! % yield = * 100 = * 100 = 78 %
theoretical yield 1.56 g benzoic acid

g 0.1L g 5.631g 0.8 4.505g


! 56.31 × = 5.631 ⇒ × =
L 100 mL 100 mL 100 mL 0.8 80 mL
g 0.1L g 0.17g 0.8 0.14g
1.7
! × = 0.17 ⇒ × =
L 100 mL 100 mL 100 mL 0.8 80 mL
2.0g − 0.14g
! = 93 % 

2.0g

References
(1) Yanza ERS. Survey in organic chemistry laboratory manual. Quezon City. Ateneo de
Manila University; 2017.
(2) Pubchem. Benzoic acid [Internet]. USA: National Center for Biotechnology Information;
date unknown [cited 7 Nov 2018]. Available from: https://pubchem.ncbi.nlm.nih.gov/
compound/243
(3) Seidell A, Linke WF. Solubilities of inorganic and organic compounds. New York: Van
Nostrand; 1952.

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