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Preparation and Reactions of Carbonyl Compounds

Jul 17, 2024

Preparation of Carbonyl Compounds

Welcome and Introduction

  • Hello everyone! Welcome to today's lecture on carbonyl compounds.
  • We will primarily focus on aldehydes and ketones.

What are Carbonyl Compounds?

  • Carbonyl Compounds: Aldehydes and Ketones
  • Formula: R-CHO (Aldehyde), R-CO-R' (Ketone)

Preparation Methods

Oxidation of Alcohols

  • Primary Alcohol тЖТ Aldehyde (R-CH2OH тЖТ R-CHO)
  • Secondary Alcohol тЖТ Ketone (R2CHOH тЖТ R2C=O)
  • Tertiary Alcohol тЖТ No Reaction
  • Reagents: PCC, Chromium Oxide, Copper (830┬░C)

Selective Oxidation

  • Using KMnO4, MnO2
  • Only aldehyde from MnO2 (to prevent higher oxidation)

Dehydration of Alcohols

  • 3┬░ Alcohols тЖТ No Reaction

Properties of Alcohols

  • 1┬░ Alcohol: Forms Aldehyde
  • 2┬░ Alcohol: Forms Ketone
  • 3┬░ Alcohol: No Reaction

Mechanisms and Important Reactions

Reduction of Acid Chlorides

  • Reduction of acid chlorides to form aldehydes
  • Reagents: Hydrogen Peroxide, PDC

Stephen Reduction

  • Reduction of Nitriles: Obtaining aldehydes from nitriles
  • Reagents: SnCl2/HCl

Cannizzaro Reaction

  • Both reduction and oxidation of non-alpha hydrogen aldehydes
  • Example: Formaldehyde

Hydroxylation Reaction

  • Oxidation of alkenes via catalysis
  • Product: Diols

Hydroxylation of Alkenes

  • Radical oxidation of alkenes
  • Product: Aldehydes and Ketones

Other Important Reactions

Stephen Reduction

  • Reduction of nitriles
  • Product: Aldehyde
  • Reagents: SnCl2/HCl

Pinacol Pinacolone Rearrangement

  • Rearrangement of 1,2-diols
  • Product: Ketones

Friedel Crafts Acylation

  • Formation of ketone in benzene ring
  • Reagents: Acyl chloride, Alkyl chloride

Hell-Volhard-Zelinsky Reaction

  • Formation of alpha-halogen acids by reacting carboxylic acids with hydroxylamine

Tests for Carbonyl Compounds

Tollens Test

  • Aldehydes: Silver mirror production
  • Ketones: No reaction

Fehling's Solution Test

  • Aldehydes: Red-brown precipitate
  • Ketones: No reaction

Iodoform Test

  • For methyl ketones
  • Formation of white precipitate