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Alcohols

  • R-OH.
  • Alcohols are molecules with the alkyl group attached to the —OH hydroxyl group.
  • If a hydroxyl group is a substituent in a molecule, it’s called “hydroxy” or “—oxy” instead of “—oxyl”.
  • A phenol is a benzene ring with an —OH attached. Phenols are abbreviated as Ar-OH. Ar is for aryl group. Phenols are weak acids and react with strong bases to make salt (alcohols do not salt out, only phenols).
  • Due to the O (oxygen is very electronegative) and H, alcohols are polar and can create intermolecular hydrogen bonds.
  • Alcohols can have the polar part and they can have the non-polar part. They can be soluble in a polar solvent like water.
  • Due to both the London forces and H-bonds, alcohols have higher boiling and melting points.
  • Alcohols have a pK(a) similar to water.
  • Alcohols have the suffix -ol. In a ring, the OH group gets lowest-numbering (position) priority.
  • If there is more than one OH group, use di-, tri-, etc.
  • Some special alcohol structures are: 1,2-ethanediol (ethylene glycol); 1,2-propanediol (propylene glycol); 1,2,3-propanetriol (glycerol, glycerin).
  • The carbinol carbon is the carbon that the OH group is attached to.
  • An alcohol is: primary if the carbinol carbon is bonded to only one other carbon; is secondary if the carbinol carbon is bonded to two other carbons; is tertiary if the carbinol carbon is bonded to 3 other carbons.
  • Alcohols can be made: hydration of an alkene; the reduction of an aldehyde or ketone.
  • Reactions with alcohols: combustion; dehydration; condensation; oxidation; halogenation.

Methanol

  • Wood alcohol.
  • Toxic. Can cause blindness.
  • Colorless & odorless.
  • Fuel in race cars.

Ethanol

  • The “alcohol” in beverages.
  • Colorless & odorless.
  • Product of carbohydrate fermentation.
  • Used as solvent, antiseptic, fuel, treatment for alcohol poisoning.

2-Propanol

  • Colorless & has a little odor.
  • This is rubbing alcohol (typically sold in stores as diluted).
  • Toxic to ingest.
  • Disinfectant, astringent.

1,2-Ethanediol

  • Sweet tasting but toxic.
  • Antifreeze.

1,2,3-Propanetriol

  • Glycerol.
  • Viscous like honey.
  • Sweet, non-toxic.
  • Additive in foods and beverages.
  • One of the products in fat-hydrolysis.
  • Water soluble.
  • Cosmetics, pharmaceuticals, lubricants, intermediates.