3.8 Aldehydes and Ketones
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General formula of aldehydes and ketones
CₙH₂ₙO
Functional group of aldehydes and ketones
C=O
Name of CH₃CH₂CHO
Propanal (aldehyde)
Name of CH₂COCH₃
Propanone (ketone)
Aldehydes are readily oxidised to…
Carboxylic acids
Reagents and conditions for oxidising aldehydes
• Reflux with acidified potassium dichromate • Warm with Tollens reagent • Warm with Fehling’s solution
What can both aldehydes and ketones be reduced to?
Alcohols
Mechanism for the reduction of aldehydes and ketones to alcohols
Nucleophilic addition
Conditions for the reduction of aldehydes and ketones to alcohols
Aqueous
How can a reducing agent be represented?
[H]
Reagent for reduction of aldehydes and ketones to alcohols
NaBH₄ (aq) - source of hydride ions (:H⁻)
Mechanism for the addition of HCN to aldehydes and ketones
Nucleophilic addition
What is formed when HCN is added to aldehydes and ketones?
Hydroxynitriles
Reagents for the addition of HCN to aldehydes and ketones?
KCN followed by dilute acid
Why is KCN used as a nucleophile instead of HCN?
• HCN is a toxic gas, solid KCN is easier to work with • HCN is a weak acid (equilibrium sits to the left)