aldehydes & ketones

Cards (15)

  • Carbonyls
    Compounds with a C=O bond
  • Types of carbonyls
    • Aldehydes
    • Ketones
  • Aldehyde
    C=O is on the end of the chain with an H attached
  • Ketone
    C=O is in the middle of the chain
  • Solubility of smaller carbonyls in water
    They can form hydrogen bonds with water
  • Intermolecular forces in carbonyls
    • Pure carbonyls cannot hydrogen bond to themselves, but are attracted instead by permanent dipole forces
  • C=O bond in carbonyls
    • It is stronger and does not undergo addition reactions easily
    • It is polarised because O is more electronegative than carbon, attracting nucleophiles
  • Oxidation of alcohols
    • Primary alcohols are oxidised to aldehydes, then to carboxylic acids
    • Secondary alcohols are oxidised to ketones
    • Tertiary alcohols do not oxidise
  • Oxidation of aldehydes
    1. Aldehyde + [O] → Carboxylic acid
    2. Reagent: Potassium dichromate (VI) solution and dilute sulfuric acid
    3. Conditions: Heat under reflux
  • Observation: The orange dichromate ion (Cr2O7^2-) reduces to the green Cr^3+ ion during the oxidation of aldehydes
  • Aldehydes can also be oxidised using Fehling's solution or Tollen's reagent, which are used as tests for the presence of aldehyde groups
  • Reduction of carbonyls
    1. Reducing agents like NaBH4 or LiAlH4 will reduce carbonyls to alcohols
    2. Aldehydes are reduced to primary alcohols
    3. Ketones are reduced to secondary alcohols
  • Catalytic hydrogenation of carbonyls
    1. Reagent: Hydrogen and nickel catalyst
    2. Conditions: High pressure
  • When naming hydroxynitriles, the CN becomes part of the main chain and carbon no 1
  • Nucleophilic addition of HCN to aldehydes and unsymmetrical ketones results in the formation of a racemate, with no optical activity observed