Nitro Compounds

The following sections are included:

• General

• Synthesis

  • Aliphatic Nitro Compounds

    • Commercial Synthesis

    • Nitration of "Active" Methylenes

    • From Primary and Secondary Halides With No Active Methylenes

    • By Peracid Oxidation of Amines

  • Aromatic Nitro Compounds

• Reactions of Nitro Compounds

  • Reactions of the Anion

    • With Magnesium Methylcarbonate - Formation of α-Nitro Carboxylic Acids

    • With Aldehydes - The Henry Reaction

    • With α,β-Unsaturated Carbonyls - Michael Additions

    • With Halogens - α-Halogenation

    • Conversion to Carbonyl Compounds - The Nef Reaction

  • Reduction Reactions

    • Reduction to Nitroso Compounds

    • Reduction to Hydroxylamines

      • With Zinc and Aqueous Ammonium Chloride

      • With the Borane. THF Complex

    • Reduction to Amines

      • Metal Reductions

      • Metal-Hydrogen Reductions

      • NaSH, Na₂S₂, (NH₄)₂S

      • Metal Hydrides