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Ester Formation

Unit 4: Organic Condensation Reactions Organic Synthesis

Virtual Lab Bench

Observations

Reaction Equation

About Ester Formation

Esters are organic compounds formed from the reaction between carboxylic acids and alcohols. They are characterized by pleasant, fruity odors and are found naturally in many fruits and flowers.

Common applications of esters include flavoring agents (many esters provide characteristic fruit flavors like banana, apple, orange), perfumes and fragrances (esters contribute to floral and fruity scents), solvents (ethyl acetate is used as a nail polish remover and paint thinner), plasticizers (make plastics more flexible and durable), and pharmaceuticals (aspirin is an ester of salicylic acid). Reaction conditions include acid catalyst (concentrated H₂SO₄ or HCl speeds up the reaction), heat (increases reaction rate and favors ester formation), removal of water (drives equilibrium toward ester formation), and excess reactant (using excess of one reactant increases yield). The reaction mechanism involves protonation of the carbonyl oxygen, nucleophilic attack by the alcohol, and elimination of water through a tetrahedral intermediate.