Reactions of alcohols

Cards (9)

  • Combustion
    Alcohols burn completely in a plentiful supply of oxygen to produce carbon dioxide and water, this reaction is exothermic releasing a large quantity of energy in the form of heat.
  • Oxidation of alcohol
    Primary and secondary alcohols can be oxidized by an oxidizing agent. The usual oxidising mixture is a solution of potassium dichromate (VI)K2Cr2O7K_2Cr_2O_7 acidified with dilute sulfuric acidH2SO4H_2SO_4. If that alcohol is oxidized the orange solution containing dichromate (VI) ions is reduced to a green solution containing chromium (III) ions.
  • Oxidation of primary alcohols
    Primary alcohols can be oxidized to either aldehydes or carboxylic acids. The product of the oxidation depends on the reaction conditions used because aldehydes are themselves also oxidised to carboxylic acids.
  • Preparation of aldehydes
    On gentle heating of primary alcohols with acidified potassium dichromate, an aldehyde is formed. To ensure that the aldehyde is prepared rather than the carboxylic acid the aldehyde is distilled out of the reaction mixture as it forms this prevents any further reaction with the oxidizing agent. The dichromate (VI) ions change colour from orange to green.
  • Preparation of carboxylic acids
    If a primary alcohol is heated strongly under reflux, with an excess of acidified potassium dichromate (VI), a carboxylic acid is formed. Use of an excess of the acidified potassium dichromate (VI) ensures that all of the alcohol is oxidized. Heating under reflux ensures that any alcohol formed initially in the reaction also undergoes oxidation to the carboxylic acid.
  • Oxidation of secondary alcohols
    Secondary alcohols are oxidised to ketones. To ensure the reaction goes to completion, the secondary alcohol is heated under reflux with the oxidizing mixture the dichromate (VI) ions change colour from orange to green.
  • Oxidation of tertiary alcohols
    Tertiary alcohols do not undergo oxidation reactions. The acidified dichromate (VI) remains orange when added to a tertiary alcohol.
  • Dehydration
    An alcohol is heated under reflux in the presence of an acid catalyst such as concentrated sulfuric acid or concentrated phosphoric acid. The product of the reaction is an alkene. Dehydration of an alcohol is an example of an elimination reaction.
  • Substitution
    Alcohols react with hydrogen halides to form haloalkanes. To form a haloalkane, the alcohol is heated under reflux with sulfuric acid and a sodium halide. The hydrogen halide is formed in situ. A hydrogen halide formed reacts with the alcohol to produce a haloalkane.