Organic Mechanisms Flashcards
Alkane to Haloalkane
Mechanism: Free Radical Substitution
Reagent: Halogen
Condition: UV light
Haloalkane to Alcohol
Mechanism: Nucleophilic Substitution
Reagent: NaOH
Conditions: Warm, aqueous, reflux
Haloalkane to Nitrile
Mechanism: Nucleophilic Substitution
Reagent: KCN
Conditions: Hot (reflux), ethanolic
Haloalkane to Amine
Mechanism: Nucleophilic Substitution
Reagent: NH3
Condition: Heat (warm), XS NH3
Haloalkane to Alkene
Mechanism: Elimination
Reagent: NaOH
Condition: Ethanolic, reflux
Alkene to Haloalkane
Mechanism: Electrophilic Addition
Reagent: Halogen (e.g. Cl2 or Br2)
Condition: Aqueous
OR
Reagent: HX (hydrogen halide)
Condition: Room temp (approx. 25 degrees Celsius)
Alkene to Alcohol
Mechanism: Hydration
Reagent: H3PO4 catalyst
Condition: Steam, 300 degrees Celsius, 60 atm
Alcohol to Alkene
Mechanism: Elimination
Reagent: XS conc. H2SO4
Condition: 170 degrees Celsius
Alcohol to Aldehyde
Mechanism: Oxidation
Reagent: K2Cr2O7, H2SO4
Condition: Heat primary alcohol in distillation apparatus
Alcohol to Ketone
Mechanism: Oxidation
Reagent: K2Cr2O7, H2SO4
Condition: Heat secondary alcohol under reflux
Aldehyde to Alcohol
Mechanism: Reduction (nucleophilic addition)
Reagent: NaBH4
Condition: Aqueous, in water with methanol
Ketone to Alcohol
Mechanism: Reduction (nucleophilic addition)
Reagent: NaBH4
Condition: Aqueous, in water with methanol
Aldehyde/Ketone to 2-hydroxynitrile
Mechanism: Nucleophilic Addition
Reagent: KCN followed by dilute acid (e.g. H2SO4)
Condition: Aqueous, room temp (approx. 25 degrees Celsius)
Aldehyde to Carboxylic Acid
Mechanism: Oxidation
Reagent: K2Cr2O7, H2SO4
Condition: Reflux
Acyl Chloride to Carboxylic Acid
Mechanism: Nucleophilic Addition-Elimination
Reagent: H2O
Condition: Room temp