top of page
Search

Preparation of Carbonyl compounds (Aldehydes and ketones)

Preparation of Carbonyl compounds

1.Oxidation of Alcohols

Aldehydes:

  • Primary alcohols can be selectively oxidized to aldehydes using mild oxidizing agents such as pyridinium chlorochromate (PCC) or Dess-Martin periodinane.

Ketones:

  • Secondary alcohols are oxidized to ketones using stronger oxidizing agents like potassium permanganate (KMnO₄), potassium dichromate (K₂Cr₂O₇), or chromium trioxide (CrO₃).

2.Reduction of Carboxylic Acids and Esters

Aldehydes:

  • Carboxylic acids can be reduced to aldehydes using lithium aluminum hydride (LiAlH₄) followed by careful quenching, or diisobutylaluminum hydride (DIBAL-H).

Ketones:

  • Esters are reduced to ketones by using reagents like lithium aluminum hydride (LiAlH₄) or sodium borohydride (NaBH₄).

3.Ozonolysis of Alkenes

  • Both aldehydes and ketones can be synthesized by ozonolysis of alkenes.

  • The double bond is cleaved using ozone (O₃) followed by a reductive work-up with zinc (Zn) and acetic acid (CH₃COOH) or dimethyl sulfide (DMS).

4.Friedel-Crafts Acylation

Ketones:

  • Aromatic ketones are prepared via Friedel-Crafts acylation, where an aromatic ring reacts with an acyl halide in the presence of a Lewis acid catalyst like aluminum chloride (AlCl₃) or ferric chloride (FeCl₃).

5.Hydration of Alkynes

Aldehydes:

  • Terminal alkynes are converted to aldehydes through hydroboration-oxidation, using a borane reagent followed by oxidation with hydrogen peroxide (H₂O₂).

Ketones:

  • Internal alkynes are converted to ketones using a mercury(II) catalyst, such as mercuric sulfate (HgSO₄) in the presence of dilute sulfuric acid (H₂SO₄) and water.

6.Nucleophilic Substitution (Gattermann-Koch Reaction)

Aldehydes:

  • Aldehydes can be synthesized from haloalkanes via the Gattermann-Koch reaction, which involves the reaction with hydrogen cyanide (HCN) and a Lewis acid catalyst like anhydrous aluminum chloride (AlCl₃), followed by hydrolysis.

7.Grignard Reagents

Ketones:

  • Ketones can be produced by reacting Grignard reagents (RMgX) with nitriles, followed by hydrolysis of the resulting imine.


Related Posts

See All

Hi! Your clicks on ads help us keep this blog going strong. If you like what you see, please consider clicking on any ads. Thanks for your support!

Hi! Your clicks on ads help us keep this blog going strong. If you like what you see, please consider clicking on any ads. Thanks for your support!

bottom of page