Primary 10 – OH bonded to a carbon that is bonded to only one other carbon
Secondary 20 – OH bonded to a carbon that is bonded to two other carbons
Tertiary 30 – OH bonded to three other carbons
Formation of Primary and Secondary Alcohols
Method 1 – Nucleophilic Substitution of a Halogenoalkane
Reagents and Conditions:
• Halogenoalkane
• NaOH (aq)
• Reflux
• Separating funnel separates
organic and inorganic products
Overall equation: CH3CH2Cl + NaOH CH3CH2OH + NaCl
Elimination would occur if ethanolic NaOH was used
Overall equation: CH3CH(Cl)CH3 CH3CHCH2 + HCl
, Method 2 – Reduction of Carbonyl Compounds
Reagents and Conditions:
• Aldehyde, Ketone or Carboxylic acid (C=O)
• NaBH4 (aq) for Aldehydes and Ketones
• LiAlH4 in ethoxyethane solvent for Carboxylic acids
(more powerful but flammable and difficult to remove)
• Acid to remove reducing agent by forming two layers –
separating funnel
Aldehyde 10 alcohol
Overall equation: CH3CH2CHO + 2[H] CH3CH2CH2OH
Carboxylic acid 10 alcohol
Overall equation: CH3CH2COOH + 4[H] CH3CH2CH2OH + H2O
Ketone 20 alcohol
Overall equation: CH3COCH3 + 2[H] CH3CH(OH)CH3