Suggest another way (besides vacuum filtration) to purify the partially oxidized benzaldehyde. 3.

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The reaction of acetone with benzaldehyde in the presence of a base is a classic aldol condensation reaction. Depending on the stoichiometry
and conditions of the reaction, these reagents can be used to prepare benzalketone or dibenzalketone. The conditions to be used in this
experiment favor the formation of dibenzalketone.
H.
NaOH, H2O,
C.
+2
1
H3C CH3
H.
CH3CH2OH
H.
H.
Acetone
Benzaldehyde
Molar mass = 106 g/mol
Density = 1.04 g/mL
An excess will be used
Original carbons of acetone
Molar mass 58 g/mol
Density: 0.79 g/mL
Limited reactant
Dibenzalcetone
Molar mass = 234 g/mL
Melting point between
80 and 120° C
The reaction in this experiment is carried out by adding a mixture of two parts benzaldehyde and one part
acetone to a solution made with aqueous ethanol and NaOH. The solvent, aqueous ethanol, also favors the
formation of dibenzalketone. The reason is that the reactants and intermediates, including dibenzalketone, are
soluble in aqueous ethanol and are not removed from the reaction solution by simple separation or precipitation.
Dibenzalketone, however, is insoluble in aqueous ethanol - while the reaction mixture is being stirred, the dark
yellow dibenzalketone slowly precipitates out of solution.
Transcribed Image Text:The reaction of acetone with benzaldehyde in the presence of a base is a classic aldol condensation reaction. Depending on the stoichiometry and conditions of the reaction, these reagents can be used to prepare benzalketone or dibenzalketone. The conditions to be used in this experiment favor the formation of dibenzalketone. H. NaOH, H2O, C. +2 1 H3C CH3 H. CH3CH2OH H. H. Acetone Benzaldehyde Molar mass = 106 g/mol Density = 1.04 g/mL An excess will be used Original carbons of acetone Molar mass 58 g/mol Density: 0.79 g/mL Limited reactant Dibenzalcetone Molar mass = 234 g/mL Melting point between 80 and 120° C The reaction in this experiment is carried out by adding a mixture of two parts benzaldehyde and one part acetone to a solution made with aqueous ethanol and NaOH. The solvent, aqueous ethanol, also favors the formation of dibenzalketone. The reason is that the reactants and intermediates, including dibenzalketone, are soluble in aqueous ethanol and are not removed from the reaction solution by simple separation or precipitation. Dibenzalketone, however, is insoluble in aqueous ethanol - while the reaction mixture is being stirred, the dark yellow dibenzalketone slowly precipitates out of solution.
How does the benzoic acid in the benzaldehyde used in this experiment affect
the reaction?
Suggest another way (besides vacuum filtration) to purify the partially
oxidized benzaldehyde.
Suggest ways to modify the procedure of this experiment so that the reaction
produces benzalketone instead of dibenzalketone.
4.
2.
3.
Transcribed Image Text:How does the benzoic acid in the benzaldehyde used in this experiment affect the reaction? Suggest another way (besides vacuum filtration) to purify the partially oxidized benzaldehyde. Suggest ways to modify the procedure of this experiment so that the reaction produces benzalketone instead of dibenzalketone. 4. 2. 3.
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