Topic 20.2 - Synthetic routes Flashcards
Synthetic routes
Produce intermediates. Because of this, it’s best to get the route with the least number of steps.
Alkane to halogenoalkane
Reactants: Alkane + halogen
Conditions: UV light
Mechanism: Nucleophilic substitution
Products: Halogenoalkane + hydrogen halide
Alkene to alkane
Reactants: Alkene + hydrogen₂
Conditions: 150°C, Nickel
Mechanism: Electrophilic addition
Products: Alkane
Alkene to alcohol
Reactants: Alkene + steam
Conditions: 300°C, phosphoric (V) acid, 6-7 MPa
Mechanism: Electrophilic addition
Products: Alcohol
Alkene to halogenoalkane
Reactants: Alkene + halogen / halide
Conditions: N/A
Mechanism: Electrophilic addition
Products: x-halogenoalkane / x,x-halogenoalkane
Alcohol to aldehyde
Reactants: Primary alcohol + [O]
Conditions: Potassium dichromate (VI) (K₂Cr₂O₇)
Mechanism: Oxidation
Products: Aldehyde
Alcohol to carboxylic acid
Reactants: Primary alcohol + [O] / first an aldehyde is produced, then by refluxing the aldehyde is oxidised further.
Conditions: Acidified potassium dichromate (VI) (H⁺/K₂Cr₂O₇)
Mechanism: Oxidation
Products: Carboxylic acid
Alcohol to ketone
Reactants: Secondary alcohol + [O]
Conditions: Potassium dichromate (VI) (K₂Cr₂O₇)
Mechanism: Oxidation
Products: Ketone
Alcohol to ester
Reactants: alcohol and carboxylic acid
Conditions: Concentrated sulfuric acid (H₂SO₄)
Mechanism: Esterification / condensation
Products: Ester + ?
Aldehyde to alcohol
Reactants: Aldehyde
Conditions: NaBH₄
Mechanism: reduction
Products: Alcohol
Ketone to alcohol
Reactants: Ketone
Conditions: NaBH₄
Mechanism: Reduction
Products: Secondary alcohol
Halogenoalkane to alcohol
Reactants: Halogenoalkane + ethanol
Conditions: Reflux with ethanol
Mechanism: Nucleophilic substitution
Products: Alcohol
Carboxylic acid to alcohol
Reactants: Carboxylic acid
Conditions: LiAlH₄
Mechanism: Reduction
Products: Alcohol
Nitrobenzene to benzene
Reactants: Nitrobenzene
Conditions: Tin (Sn) and concentrated HCl
Mechanism: Reduction
Products: Benzene
Benzene to nitrobenzene
Reactants: Benzene Conditions: Concentrated HNO₃, H₂SO₄, and reflux at 60°C. HNO₃ + H₂SO₄ -> H₂O + HSO₄⁻ + NO₂⁺. NO₂⁺ is the electrophile for benzene. Mechanism: Electrophilic substitution Products: Nitrobenzene