ORGANIC CHEMISTRY

Haloalkanes:

  1. Overview:
  • Haloalkanes, also termed alkyl halides, are organic compounds characterized by the presence of halogen atoms (fluorine, chlorine, bromine, or iodine) bonded to alkyl groups.
    • Their general formula is R-X, where R denotes an alkyl group and X signifies a halogen atom.
  • Classification:
  • Haloalkanes are categorized based on the number of carbon atoms to which the halogen atom is bonded:


  • Properties:
  • Haloalkanes exhibit polarity due to the difference in electronegativity between carbon and halogen, resulting in them being polar molecules.
    • Their boiling points tend to be higher compared to those of alkanes due to the presence of polar bonds.
    • Solubility diminishes with increasing molecular weight due to reduced polarity.
  • Chemical Reactions:
  • Substitution Reactions: Halogen atoms in haloalkanes can be substituted by other nucleophiles.
    • Elimination Reactions: Under certain conditions, haloalkanes undergo elimination reactions to yield alkenes.
    • Reduction Reactions: Haloalkanes can be reduced to alkanes using reducing agents like lithium aluminum hydride (LiAlH4).
    • Nucleophilic Substitution Reactions: Haloalkanes react with nucleophiles to undergo substitution reactions where the halogen atom is replaced.
  • Uses:
  • Haloalkanes are utilized as solvents, refrigerants, pesticides, and in pharmaceutical synthesis.
    • Some serve as anesthetics and are involved in plastic production.

Haloarenes:

  1. Overview:
  • Haloarenes are aromatic compounds featuring halogen atoms directly bonded to the aromatic ring.
    • Their general formula is Ar-X, where Ar represents an aromatic ring and X represents a halogen atom.
  • Properties:
  • Haloarenes exhibit relatively lower reactivity compared to haloalkanes due to resonance stabilization of the aromatic ring.
    • They possess lower boiling points than haloalkanes of similar molecular weight.
    • Haloarenes are less soluble in water owing to the non-polar nature of the aromatic ring.
  • Chemical Reactions:
  • Electrophilic Substitution: Haloarenes undergo electrophilic aromatic substitution reactions where a halogen atom is replaced by an electrophile.
    • Sandmeyer Reaction: Involves converting aryl diazonium salts into haloarenes.
    • Wurtz-Fittig Reaction: Haloarenes can be coupled with alkyl halides in the presence of sodium metal to form biaryl compounds.
  • Uses:
  • Haloarenes find applications in organic synthesis, pharmaceuticals, agrochemicals, and dyes.
    • Some are utilized as intermediates in plastic and fragrance production.

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