Fischer Esterification

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Last updated 12:56 AM on 6/10/26
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17 Terms

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Fischer esterification

Acid-catalyzed reaction of an alcohol and carboxylic acid.

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Products of Fischer esterification

Ester and water.

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Catalyst used

Sulfuric acid.

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Function #1 of sulfuric acid

Protonates the carbonyl oxygen, increasing electrophilicity.

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Function #2 of sulfuric acid

Acts as a dehydrating agent.

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Why use excess reactant in esterification

To shift equilibrium toward products.

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Is Fischer esterification reversible

Yes.

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Why wash with water during workup

To remove acids and water-soluble impurities.

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Why wash with NaHCO3

To neutralize excess carboxylic acid and sulfuric acid.

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What gas forms when NaHCO3 reacts with acid

CO2.

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Why wash with brine (NaCl)

To remove water.

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Why dry with Na2SO4

To remove residual moisture.

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IR evidence of successful esterification

Ester C=O present and alcohol OH absent.

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IR evidence of incomplete reaction

Alcohol OH still present.

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Ethanol + benzoic acid forms what ester

Ethyl benzoate.

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Propyl acetate is formed from what reactants

Propanol and acetic acid.

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Ester naming rule

Alkyl group from alcohol + carboxylate from acid.