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Nomenclature: Hydrocarbons and Alcohols - Lecture Notes

May 28, 2024

Lecture on Nomenclature: Hydrocarbons and Alcohols

Introduction

  • Lecturer: Iman
  • Topic: Nomenclature, focusing on hydrocarbons and alcohols

Hydrocarbons

  • Hydrocarbons: Compounds with only carbon and hydrogen atoms.
  • Alcohols: Compounds with at least one OH group.

Alkanes

  • Alkanes: Simple hydrocarbons with formula C<sub>n</sub>H<sub>2n+2</sub>.
  • Single bonds between carbons and hydrogens.
  • First four alkanes:
    • Methane: CH<sub>4</sub>
    • Ethane: C<sub>2</sub>H<sub>6</sub>
    • Propane: C<sub>3</sub>H<sub>8</sub>
    • Butane: C<sub>4</sub>H<sub>10</sub>
  • Naming pattern for more than 4 carbons: Greek root + -ane (e.g., Pentane for 5 carbons)
  • Recommended: Know the Greek roots for 5 through 12.

Alkenes and Alkynes

  • Alkenes: Hydrocarbons with double bonds, suffix -ene.
  • Alkynes: Hydrocarbons with triple bonds, suffix -yne.
  • Naming rule: Double/triple bonds are given the lowest possible number.
    • Example: Two-pentene (double bond at 2nd carbon).
    • For multiple double bonds: E.g., 2,4-pentadiene (double bonds at 2nd and 4th carbons).

Alcohols

  • Definition: Contain a hydroxyl group (OH).
  • Naming: Replace -e with -ol (ethane → ethanol).
  • Priority: Hydroxyl groups take priority over double and triple bonds.
    • Example: 5-methyl-2-heptanol (OH group at 2nd position, methyl group at 5th position).
  • Dials: Two hydroxyl groups, termed geminal (same carbon) or vicinal (adjacent carbons).

Aldehydes and Ketones

  • Aldehydes: Terminal carbonyl group, replace -e with -al (e.g., butanal).
    • Common names: Methanal (formaldehyde), Ethanal (acetaldehyde), Propanal (proprionaldehyde)
  • Ketones: Carbonyl group within the carbon chain, replace -e with -one (e.g., 3-hexanone)
    • Ketone takes priority over double/triple bonds
    • Substituent name: Prefix oxo-

Carboxylic Acids and Derivatives

  • Carboxylic Acids: Carbonyl group with a hydroxyl group, high priority.
    • Naming: Replace -e with -oic acid (ethane → ethanoic acid).
    • Common names: Methanoic acid (formic acid), Ethanoic acid (acetic acid).
  • Esters: Carboxylic acid derivatives with -OR group.
    • Naming: Alkyl name + parent acid with -oate (e.g., methyl butanoate).
  • Amides: Carboxylic acid derivatives with -NH<sub>2</sub> group.
    • Naming: Name substituents attached to nitrogen first with prefix N- (e.g., N,N-dimethyl ethanamide).
  • Anhydrides: Formed from two carboxylic acid molecules by removing water.
    • Naming: Parent acid + anhydride (e.g., ethanoic anhydride).
    • If asymmetric: Name both acids (e.g., ethanoic propanoic anhydride).

Priority and Summary

  • Functional Group Priority: carboxylic acids > anhydrides > esters > amides > aldehydes > ketones > alcohols > alkenes > alkynes > alkanes.
  • Suffix vs. Prefix: Use suffix if functional group has highest priority; otherwise, use prefix.
  • Familiarize with common and IUPAC names for key functional groups.

Next Steps

  • Practice problems
  • Engage with questions or comments for further clarification