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Chemical reaction of Carbonyl compounds (Aldehydes and ketones)

1.Nucleophilic Addition Reactions:

A.Addition of Hydrogen Cyanide (HCN):

  • Aldehydes and ketones react with HCN to form cyanohydrins.

  • Example: Acetone + HCN → Acetone cyanohydrin (CH₃COHCN).

B.Addition of Alcohols (Hemiacetal and Acetal Formation):

  • Aldehydes react with alcohols in the presence of an acid catalyst to form hemiacetals and subsequently acetals.

  • Example: Ethanal + Methanol → Ethanal hemiacetal → Acetal.

C.Addition of Amines (Imine Formation):

  • Reaction with primary amines (RNH₂) yields imines (Schiff bases).

  • Example: Acetone + Methylamine → Imine.

2.Oxidation Reactions:

D.Oxidation to Carboxylic Acids:

  • Aldehydes are easily oxidized to carboxylic acids using oxidizing agents like KMnO₄, K₂Cr₂O₇, or Tollens' reagent.

  • Example: Ethanal (CH₃CHO) oxidized to acetic acid (CH₃COOH).

E.Mild Oxidation (Tollens' and Fehling’s Test):

  • Tollens' test: Aldehydes react with Tollens' reagent (AgNO₃ in ammonia) to form a silver mirror.

  • Fehling's test: Aldehydes reduce Fehling's solution to a red precipitate of Cu₂O.

3.Reduction Reactions:

F.Reduction to Alcohols:

  • Aldehydes and ketones can be reduced to primary and secondary alcohols respectively using reducing agents like NaBH₄ or LiAlH₄.

  • Example: Propanone (CH₃COCH₃) reduced to isopropanol (CH₃CHOHCH₃).

G.Catalytic Hydrogenation:

  • Reduction using H₂ gas in the presence of a catalyst (e.g., Pt, Pd) to form alcohols.

4.Aldol Condensation:

  • Aldehydes and ketones containing α-hydrogens undergo aldol condensation in the presence of a base to form β-hydroxy aldehydes or ketones, which can further dehydrate to α,β-unsaturated carbonyl compounds.

  • Example: Two molecules of acetaldehyde react to form 3-hydroxybutanal (aldol) which can dehydrate to crotonaldehyde.

5.Cannizzaro Reaction:

  • Aldehydes without α-hydrogens react with a strong base (e.g., NaOH) to produce a mixture of a carboxylic acid and an alcohol.

  • Example: Formaldehyde (HCHO) in NaOH → methanol (CH₃OH) + formic acid (HCOOH).

6.Grignard Reaction:

  • Aldehydes and ketones react with Grignard reagents (RMgX) to form alcohols.

  • Example: Acetone + Methylmagnesium bromide → 2-Methyl-2-propanol.

7.Haloform Reaction:

  • Methyl ketones (CH₃COR) react with halogens in the presence of a base to produce a haloform (CHX₃, where X is a halogen) and a carboxylate ion.

  • Example: Acetone + I₂ + NaOH → Iodoform (CHI₃) + Sodium acetate (CH₃COONa).


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