Alcohols

Concepts about Alcohols and Phenols

Alcohols

  • Definition: Organic compounds containing a hydroxyl group (-OH) bonded to a carbon atom of an alkyl or aryl group.
  • Classification: Primary (1°), secondary (2°), or tertiary (3°) alcohols based on the number of carbon atoms bonded to the carbon atom bearing the hydroxyl group.
  • Properties:
    • Hydrogen bonding: Capable of forming hydrogen bonds with themselves and other molecules.
    • Boiling points and solubility: Higher boiling points and solubility in water compared to hydrocarbons of similar molecular weight.
  • Reactions:
    • Substitution: Replacement of the hydroxyl group with other functional groups.
    • Elimination: Loss of a water molecule to form an alkene.
    • Oxidation: Conversion of the hydroxyl group to a carbonyl group.
    • Esterification: Reaction with carboxylic acids to form esters.
  • Examples:
    • Ethanol (CH3CH2OH): Simplest alcohol, produced by fermentation of sugars, main component of alcoholic beverages.
    • Methanol (CH3OH): Toxic alcohol, used as a fuel, solvent, and in chemical production.
    • Isopropyl alcohol [(CH3)2CHOH]: Commonly used as a rubbing alcohol and disinfectant.
    • Glycerol (C3H5(OH)3): Trihydroxy alcohol, component of fats and oils, used in cosmetics, personal care products, and pharmaceuticals.

Phenols

  • Definition: A class of aromatic alcohols that have a hydroxyl group bonded to a benzene ring.
  • Properties:
    • Acidity: More acidic than alcohols due to the electron-withdrawing effect of the benzene ring.
    • Electrophilic aromatic substitution: Undergo electrophilic aromatic substitution reactions, such as halogenation, nitration, and sulfonation.
  • Examples:
    • Phenol (C6H5OH): Disinfectant, preservative, used in the production of various chemicals and polymers.
    • Cresol (CH3C6H4OH): Similar properties and uses to phenol.
    • Thymol (C10H14OH): Natural phenol found in thyme, antiseptic, and antifungal properties.