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Ardon 1
Date: March 14,
2019
Separation of Phensuprin into Three Different Components using Acid-Base Extraction
February 21+ 28, 2019
Abstract:
In this extraction experiment, the purpose was to separate Phensuprin into three
different components consisting of, aspirin, sucrose, and acetanilide in order to determine how
much of each component was present in the mixture. Therefore, the isolation, concentration and
purification of each component was followed through in the mixture. Lastly, the purity of each
component was determined by observing the melting point of each.
Synthetic Equations:
Chemical Properties:
Table 1: Physical Properties of Chemicals Used in the Separation of Phensuprin using Acid-Base Extraction
Name
Structure
Molar
mass
(g/mol)
Melting
Point (°C)
Boiling
Point (°C)
Density
(g/mL)
Hazards
Acetylsalicylic
acid
180.16
135
140
1.4
Irritant
Acetanilide
135.16
114.3
--
1.22
Toxic
Sucrose
342.30
186
--
1.59
None
Ardon 2
Sodium
Bicarbonate
84.01
50
--
2.2
Irritant
Dichlorometha
ne
84.93
-96.7
39.6
1.33
Irritant
Hydrochloric
acid
36.46
--
>100
1.2 at
25°C
Toxic
Procedure:
2 g of Phensuprin sample was weighed into Erlenmeyer flask (125 mL).
Exact value of this
weight was recorded. Dichloromethane (50mL) was added to phensuprin sample and mixture
continuously stirred with a glass stirring rod. Stirring was continued until no more solid appeared
to dissolve, and clumps of solid were broken down during stirring process. Piece of filter paper
weighed, mixture filtered through weighed filter paper. Sucrose (collected solid) washed with
dichloromethane (5mL). Filter paper with sucrose placed in beaker and left to dry until following
week. Filtrate added to a separatory funnel and extracted with two portions of 5% sodium
bicarbonate solution (25mL). Layers separated, dichloromethane layer drained into Erlenmeyer
flask (125mL). Aqueous layer from funnel poured into a beaker (400 mL). Dichloromethane layer
returned to the funnel and same steps were repeated with second portion of sodium bicarbonate
solution. Two aqueous layers combined and saved. Dichloromethane layer was saved for
following step. Organic solution was dried over sodium sulfate. After swirling, filter through filter
paper into a weighted round-bottom flask (100mL). Dichloromethane evaporated using rotary
evaporator till solvent was removed. Present was acetanilide component as a solid, which was
saved in a round bottom flask for next class period. Combined aqueous layers were cooled in a
ice bath and concentrated hydrochloric acid (10 ml) was slowly added in several portions.
Foaming occured. Beaker between hydrochloric acid was swirled and lastly pH of solution was
tested. Aqueous solution in ice bath continued to be cooled until acetylsalicylic acid (solid)
formed. Solid was collected via vacuum filtration and washed with cold water (5ml). When
filtration was dried and solid collected was placed in a Buchner funnel (solid + filter paper) and
saved for following class period. Weight of all components taken, subtracted was: filter paper,
round bottom flask mass, and watch glass. Percent recovery/composition then calculated.
Calculations:
(%):
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