Alcohols and phenols

Classification and Structure of Alcohols and Phenols

  • Alcohols are organic compounds that contain a hydroxyl (-OH) functional group attached to a carbon atom.
  • Depending on the number of hydroxyl groups attached, alcohols can be classified as primary (1°), secondary (2°), or tertiary (3°).
  • Phenols are a type of alcohol where the hydroxyl group is associated directly with a benzene ring.
  • Phenols often exhibit different physical and chemical properties than alcohols due to the aromatic benzene ring.

Properties of Alcohols and Phenols

  • Alcohols demonstrate hydrogen bonding leading to higher boiling points when compared to hydrocarbons with similar relative molecular mass.
  • Unlike alcohols, phenols are weakly acidic due to the stabilisation of the negative charge in the phenoxide ion by the benzene ring.
  • Alcohols and Phenols are soluble in water to an extent that decreases with the length of the hydrocarbon chain.

Reactions of Alcohols and Phenols

  • Alcohols undergo dehydration reactions to form alkenes in presence of an acid.
  • They also react with a variety of carboxylic acids to form esters in a process known as esterification.
  • Phenols are more reactive than alcohols due to the electron-rich nature of the benzene ring. They undergo electrophilic substitution reactions with ease.
  • Alcohols can be oxidised to form aldehydes, ketones or carboxylic acids depending on the type of alcohol and reaction conditions.
  • Both alcohols and phenols can be converted to halogenoalkanes through a nucleophilic substitution reaction with a halogen.

Industrial Importance of Alcohols and Phenols

  • Alcohols are important solvents and intermediates in the synthesis of other organic compounds such as pharmaceuticals and polymers.
  • Methanol and ethanol are useful fuels; ethanol is also used in alcoholic beverages.
  • Phenols are used in the manufacture of phenolic resins, plastics and disinfectants.

Analysis of Alcohols and Phenols

  • Qualitative tests like the Lucas test or the iodoform test identify different types of alcohols.
  • Spectral methods, such as infrared spectroscopy and mass spectrometry, provide information about the structure of the alcohol or phenol.
  • Titration with a standard solution of a strong base enables determination of the amount of phenol in a sample due to its weakly acidic nature.
  • For quantitative analysis, Gas chromatography can be used to determine the concentration of alcohols in a sample.