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Mastering Organic Molecule Nomenclature

Feb 6, 2025

Lecture Notes: Naming Organic Molecules

Introduction

  • Understanding basic organic chemistry nomenclature is essential.
  • Key terms:
    • Hydrocarbon: a chain of hydrogen and carbon.
    • Alkanes: all single bonds.
    • Alkenes: contain at least one double bond.
    • Alkynes: contain at least one triple bond.

Naming Hydrocarbons

  1. Identify the Longest Carbon Chain: This determines the base name.
  2. Check for Double/Triple Bonds: Change the suffix based on bonds (ane, ene, yne).
  3. Identify and Number Branches: Number to give lowest numbers to branches or bonds.
    • Carbons make four bonds; add hydrogens to satisfy this.

Alkanes

  • Formula: Cโ‚™Hโ‚‚โ‚™โ‚Šโ‚‚ (e.g., Cโ‚†Hโ‚โ‚„ for six carbons).
  • Prefixes for chain length (1-10 carbons):
    • Meth-, Eth-, Prop-, But-, Pent-, Hex-, Hept-, Oct-, Non-, Dec-.
  • Example:
    • Butane: 4 carbons with single bonds.
    • 1-Butene: 4 carbons, double bond starts at carbon 1.
    • Ethyne: 2 carbons with a triple bond.

Branches and Substituents

  • Naming Branches:
    • End with "-yl" (e.g., Methyl, Ethyl).
    • Number position if necessary.
  • Example: 2-Methylpropane

Halogen Substituents

  • Halogens replace a hydrogen.
  • Naming: replace "-ine" with "-o" (e.g., Fluoro, Chloro).
  • Examples:
    • 1-Fluoropropane
    • 2-Chlorobutane

Multiple Substituents

  • Use prefixes like "di", "tri" for multiple similar groups (e.g., 2,3-Dichlorobutane).

Cyclic Compounds

  • Cycloalkanes are cyclic versions of alkanes.
    • Prefix "cyclo-" (e.g., Cyclopentane, Cyclohexane).
  • Cyclohexane can form chair and boat conformations.

Aromatic Compounds

  • Aromatics have delocalized electrons forming stable rings (e.g., Benzene).
  • Double bonds in aromatics are less reactive and the same length as single bonds.
  • Substituents: prefix (e.g., Fluorobenzene, Chlorobenzene).

Practical Application

  • Focus on carbon when naming, not hydrogens.
  • Add hydrogens to satisfy each carbon's 4-bond requirement.
  • Practice with examples (e.g., drawing 3-Ethylpentane).

Conclusion

  • Practice naming using the rules discussed.
  • Questions can be directed to the instructor for clarification.