Synthesis of Ester
Synthesis of Ester
Objective:
To prepare Ethyl Benzoate from Benzoic Acid and Ethanol through Fischer esterification
using concentrated sulfuric acid as a catalyst.
Balanced Chemical Equation:
C₆H₅COOH + CH₃CH₂OH ⇌ C₆H₅COOCH₂CH₃ + H₂O
Materials Required:
Benzoic Acid: 5 g (0.041 mol)
Ethanol: 20 mL (0.34 mol, excess)
Concentrated Sulfuric Acid: 1 mL (catalyst)
Reflux apparatus
Ice bath
Separatory funnel
Distillation apparatus
Procedure:
1. Mixing the Reactants:
o In a round-bottom flask, add 5 g of benzoic acid and 20 mL of ethanol.
o Carefully add 1 mL of concentrated sulfuric acid to the mixture.
2. Heating:
o Attach the reflux condenser and heat the mixture gently for 1.5 hours.
3. Cooling and Extraction:
o Allow the mixture to cool to room temperature.
o Pour the reaction mixture into a separatory funnel containing 50 mL of water
and shake well.
o Separate the organic layer (ethyl benzoate) and wash it with sodium
bicarbonate solution to neutralize any remaining acid.
o Dry the organic layer with anhydrous sodium sulfate.
4. Purification (Distillation):
o Distill the organic layer to purify ethyl benzoate.
Observations:
Physical Appearance: Initial mixture is a clear solution.
After Reaction: Formation of a two-layered mixture in the separatory funnel.
Calculations:
Moles of Benzoic Acid = 5 g / 122.12 g/mol = 0.041 mol
Moles of Ethanol = (20 mL × 0.789 g/mL) / 46.07 g/mol = 0.34 mol
Limiting Reagent: Benzoic acid (since ethanol is in excess)
Theoretical Yield :
o 1 mole of benzoic acid gives 1 mole of ethyl benzoate.
o Therefore, theoretical yield = 0.041 mol × 150.17 g/mol (Molar Mass of Ethyl
Benzoate) = 6.16 g
Percentage Yield:
o Actual yield obtained = ______________ g