Carbonyl Compounds Flashcards
Reduction
Reagent: NaBH4 or LiAlH4
Both ketones and aldehydes produce alcohol
Addition of HCN
Reagents: HCN
Conditions: KCN (catalyst)
Type of reaction: Nucleophilic addition
Hydroxynitrile is formed
Why do we use KCN catalyst in the addition of HCN?
HCN is a weak acid, hence very weakly dissociated, hence produces a very low concentration of CN-. KCN is used as catalyst as it increases the concentration of CN-
Reaction with 2,4-DNPH
Reagent: 2,4-dinitrophenylhydrazine
Type of reaction: condensation
Observation: Orande-red ppt is formed when a carbonyl is present
Oxidation
Reagents: K2Cr2O7/H+ or KMnO4/H+
Conditions: heat
Aldehydes are oxidised causing the respective colour changes. No change with ketones
Reaction with Tollens reagent
Reagent: Tollens reagent (AgNO3, NH3)
Conditions: warm
Aldehydes produce a silver mirror. Negative with ketones
Reaction with Fehlings solution
Reagent: Fehlings solution (Cu2+ complex)
Conditions: warm
Blue solution to brick red ppt (Cu2O) is produced with aldehyde. Negative with ketone
The tri-iodomethane reaction
Reagent: I2(aq), NaOH
Tri-iodomethane is formed with a methylketone
Reactions that produce carbonyl compounds
1) Oxidation of primary and secondary alcohols