Synthetic routes Flashcards
Alkane –> haloalkane reaction conditions
alkane + halogen –> Haloalkane + hydrogen halide
reagent: halogen
conditions: UV light
mechanism: free radical substitution
use excess alkane to limit further substitutions
alkene –> dihaloalkane reaction conditions
alkene + halogen –> dihaloalkane
reagent: halogen
Conditions: 20°C
mechanism: electrophilic addition
alkene –> haloalkane reaction conditions
alkene + hydrogen halide --> haloalkane reagents: hydrogen halide conditions: 20°C mechanism: electrophilic addition unsymmetrical alkenes produce multiple products
alkene –> alcohol reaction conditions
alkene + water --> alcohol reagent: steam conditions: conc H3PO4, 300°C, 60-70atm mechanism: electrophilic addition 1°, 2°, 3° alcohols can be produced
alkene –> alkane reaction conditions
alkene + hydrogen --> alkane reagent: hydrogen conditions: Ni catalyst, 150°C mechanism: electrophilic addition reaction type: hydrogenation
haloalkane –> alcohol reaction conditions
haloalkane + NaOH --> alcohol + sodium halide reagent: NaOH(aq) conditions: reflux mechanism: nucleophilic substitution 1°, 2°, 3° alcohols can be produced
haloalkane –> amine reaction conditions
haloalkane + ammonia –> amine + ammonium halide
reagent: conc ammonia
conditions: aqueous ethanol, reflux
mechanism: nucleophilic substitution
haloalkane –> nitrile reaction conditions
haloalkane + KCN –> Nitrile + potassium halide
reagent: potassium cyanide
conditions: potassium cyanide in ethanol, reflux
mechanism: nucleophilic substitution
adds C atom to chain
alcohol –> alkene reaction conditions
alcohol –> alkene + water
conditions: conc H2SO4, 170°C (or Al2O3 catalyst)
mechanism: acid catalysed dehydration
reaction type: elimination
alcohol –> haloalkane reaction conditions
alcohol + hydrogen halide --> haloalkane + water reagents: hydrogen halide conditions: H2SO4, 20°C mechanism: nucleophilic substitution to separate resultant mixture: separating funnel, neutralise using NaHCO3 dehydrate using anhydrous Na2SO4 distillation
1° alcohol –> aldehyde reaction conditions
1° alcohol + [O] –> aldehyde + water
conditions: K2Cr2O7 + H2SO4, excess alcohol, distillation
reaction type: oxidation
alcohol –> carboxylic acid reaction conditions
alcohol + 2[O] –> carboxylic acid + water
conditions: K2Cr2O7 + H2SO4, excess alcohol, reflux
reaction type: oxidation
2° alcohol –> ketone reaction conditions
2° alcohol + [O] –> ketone + water
conditions: K2Cr2O7 + H2SO4 in excess, reflux
reaction type: oxidation
aldehyde –> carboxylic acid reaction conditions
aldehyde + [O] –> carboxylic acid
condition: K2Cr2O7 + H2SO4 in excess, reflux
reaction type: oxidation