IB Chemistry R3.4 R3.4.11
R3.4.11 HL

Condensation & Hydrolysis

Ester and amide bond formation, and their reverse hydrolysis reactions.

Condensation Reactions

Condensation

Two molecules join together with the loss of a small molecule (usually H₂O).

TypeReactantsProductBond Formed
EsterificationCarboxylic acid + AlcoholEster + H₂OC–O (ester linkage)
Amide formationCarboxylic acid + AmineAmide + H₂OC–N (amide / peptide bond)

Hydrolysis Reactions

Hydrolysis

The reverse of condensation. A bond is broken by the addition of water, splitting the molecule into two smaller ones.

💡 Acid vs Base Hydrolysis

  • Acid hydrolysis: Reversible. Ester + H₂O ⇌ acid + alcohol (H⁺ catalyst)
  • Base hydrolysis (saponification): Irreversible. Ester + NaOH → sodium salt of acid + alcohol

📋 Exam Tip

Base hydrolysis of esters is irreversible because the carboxylate ion (COO⁻) formed is stabilised by resonance and does not reform the ester. This is why base hydrolysis goes to completion.

← R3.4.10 EliminationR3.4.12 Organic Redox →