Review the key concepts, formulae, and examples before starting your quiz.
πConcepts
Alcohols are classified as primary (), secondary (), and tertiary () based on the number of carbon atoms directly attached to the carbon bearing the hydroxyl () group.
Primary () Alcohols: The group is attached to a carbon atom which is further attached to only one alkyl group (or hydrogen in the case of methanol). General structure: .
Secondary () Alcohols: The group is attached to a carbon atom which is further attached to two alkyl groups. General structure: .
Tertiary () Alcohols: The group is attached to a carbon atom which is further attached to three alkyl groups. General structure: .
Lucas Test: Used to distinguish between the three types. It uses Lucas reagent (conc. + anhydrous ). alcohols give immediate turbidity, give turbidity within 5 minutes, and alcohols do not give turbidity at room temperature.
Oxidation: Primary alcohols oxidize to aldehydes () and then to carboxylic acids (); secondary alcohols oxidize to ketones (); tertiary alcohols are resistant to oxidation in neutral/alkaline conditions but undergo dehydration/oxidation in acidic conditions to give ketones/acids with fewer carbons.
Catalytic Dehydrogenation: Passing vapors over heated at . Aldehyde, Ketone, Alkene (dehydration occurs instead of dehydrogenation).
πFormulae
π‘Examples
Problem 1:
Identify the type of alcohol and the product formed when is treated with .
Solution:
The alcohol is Butan-2-ol, which is a secondary () alcohol. Oxidation of a secondary alcohol yields a ketone. The product is Butan-2-one ().
Explanation:
In Butan-2-ol, the group is attached to a carbon bonded to two other carbons (a group and a group), making it . Secondary alcohols are oxidized to ketones with the same number of carbon atoms.
Problem 2:
An unknown alcohol reacts with Lucas reagent and produces cloudiness/turbidity immediately. What is the classification of ?
Solution:
is a tertiary () alcohol.
Explanation:
Tertiary alcohols react fastest with the Lucas reagent because the intermediate formed is a stable tertiary carbocation (), leading to the immediate formation of insoluble alkyl chlorides.
Problem 3:
Predict the product when Ethanol () is passed over heated Copper at .
Solution:
Explanation:
Ethanol is a primary alcohol. Catalytic dehydrogenation of primary alcohols removes two hydrogen atoms to form an aldehyde (Ethanal).