ORGANIC CHEM - MECHANISMS
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Alkane –> halogenoalkane: - name of mechanism? - reagents? - conditions?
• name: free radical substitution • reagents: halogens (eg: Cl2/Br2) • conditions: UV light
Halogenoalkane –> alcohol: - name of mechanism? - reagents? - conditions?
• name: nucleophilic substitution • reagents: NaOH/KOH (aq) • conditions: warm, aq
Halogenoalkane –> nitrile: - name of mechanism? - reagents? - conditions?
• name: nucleophilic substitution • reagents: KCN (in ethanol) • conditions: aqueous, ethanolic, heat
Halogenoalkane –> amine: - name of mechanism? - reagents? - conditions?
• name: nucleophilic substitution • reagents: NH3 • conditions: excess NH3, heat
Halogenoalkane –> alkene: - name of mechanism? - reagents? - conditions?
• name: elimination • reagents: KOH (in ethanol) • conditions: hot, ethanolic
Alkene –> alkane: - name of mechanism? - reagents? - conditions?
• name: electrophilic addition (hydrogenation) • reagents: H2 • conditions: Ni (nickel) catalyst, 200°C
Alkene –> halogenoalkane: - name of mechanism? - reagents? - conditions?
• name: electrophilic addition • reagents: HX (eg: HBr, HCl) • conditions: room temp
Alkene –> dihalogenoalkane: - name of mechanism? - reagents? - conditions?
• name: electrophilic addition • reagents: halogen (eg: Br2, Cl2) • conditions: room temp
Alkene –> alcohol: - name of mechanism? - reagents? - conditions?
• name: electrophilic addition • reagents: conc. H3PO4 • conditions: high temp (eg: 300°C), high pressure (eg: 60 atm)
Alkene –> alkyl hydrogensulfate: - name of mechanism? - reagents? - conditions?
• name: electrophilic addition • reagents: conc. H2SO4 • conditions: room temp
Alkyl hydrogensulfate –> alcohol: - name of mechanism? - reagents? - conditions?
• name: hydrolysis • reagents: dilute H2SO4 • conditions: warm (H2SO4 is regenerated)
Alcohol –> alkene: - name of mechanism? - reagents? - conditions?
• name: elimination (dehydration) • reagents: conc. H2SO4 • conditions: 180°C
Alcohol –> ester: - name of mechanism? - reagents? - conditions?
• name: nucleophilic addition-elimination • reagents: carboxylic acid/acyl chloride/acid anhydride • conditions: conc. H2SO4
Primary alcohol –> aldehyde: - name of mechanism? - reagents? - conditions?
• name: oxidation • reagents: conc. H2SO4 + K2Cr2O7 (acidified potassium dichromate) • conditions: heat, distillation
Primary alcohol –> carboxylic acid: - name of mechanism? - reagents? - conditions?
• name: oxidation • reagents: conc. H2SO4 + K2Cr2O7 (acidified potassium dichromate) • conditions: heat, reflux
Secondary alcohol –> ketone: - name of mechanism? - reagents? - conditions?
• name: oxidation • reagents: conc. H2SO4 + K2Cr2O7 (acidified potassium dichromate) • conditions: heat, reflux
Aldehyde –> primary alcohol: - name of mechanism? - reagents? - conditions?
• name: nucleophilic addition (reduction) • reagents: NaBH4 (aq) • conditions: room temp, aq
Ketone –> secondary alcohol: - name of mechanism? - reagents? - conditions?
• name: nucleophilic addition (reduction) • reagents: NaBH4 (aq) • conditions: room temp, aq
Aldehyde –> 2-hydroxynitrile: - name of mechanism? - reagents? - conditions?
• name: nucleophilic addition • reagents: HCN (aq) • conditions: room temp, aq
Ketone –> 2-hydroxynitrile: - name of mechanism? - reagents? - conditions?
• name: nucleophilic addition • reagents: HCN (aq) • conditions: room temp, aq
Carboxylic acid –> ester: - name of mechanism? - reagents? - conditions?
• name: nucleophilic addition-elimination • reagents: alcohol • conditions: conc. H2SO4 catalyst
Nitrile –> amine: - name of mechanism? - reagents? - conditions?
• name: reduction • reagents/conditions: H2, Ni catalyst, 200°C/LiAlH4, dry ether
Amine –> amide: - name of mechanism? - reagents? - conditions?
• name: nucleophilic addition-elimination • reagents: acyl chloride/acid anhydride • conditions: