Synthetic routes - conditions, reagents, catalysts etc Flashcards
alkane to haloalkane
- radical substitution
- halogen
- UV light
alkene to alkane
- hydrogenation
- hydrogen gas
- nickel catalyst
- 150 degrees C
alkene to haloalkane
- halogenation and electrophilic addition
- halogen / hydrogen halide
- (test for saturation)
haloalkane to nitrile
- nucleophilic substitution
- KCN or NaCN in ethanol
- reflux
nitrile to amine
- reduction
- hydrogen gas
- nickel catalyst
- 150 degrees C and raised pressure
haloalkane to amine
- nucleophilic substitution
- sealed tube and heat (not reflux)
- NH3
- ethanol (solvent)
haloalkane to alcohol
- NaOH
- reflux at 50 degrees C
alcohol to haloalkane
- heat
- hydrogen halide or halide salt (forms hydrogen halide in situ)
- conc H2SO4 catalyst (if iodide then H3PO4)
alkene to alcohol
- hydration
- steam
- H3PO4 catalyst
- 65 atm and 300 degrees C
alcohol to alkene
- dehydration
- H3PO4 or H2SO4 catalyst
- 170 degrees C
secondary alcohol to ketone
- oxidation
- K2Cr2O7
- H2SO4 catalyst
- reflux
ketone to secondary alcohol
- reduction
- NaBH4
alcohol to ester
- esterification
- carboxylic acid or acid anyhydride or acyl chloride
- H2SO4 catalyst
- reflux
primary alcohol to aldehyde
- oxidation
- K2Cr2O7
- distillation
- H2SO4 catalyst
aldehyde to primary alcohol
- reduction
- NaBH4
ketone to hydroxynitrile
- nucleophilic addition
- NaCN or HCN
aldehyde to hydroxynitrile
- nucleophilic addition
- NaCN or HCN
aldehyde to carboxylic acid
- oxidation
- reflux
- K2Cr2O7
- H2SO4 catalyst
primary alcohol to carboxylic acid
- oxidation
- reflux
- K2Cr2O7
- H2SO4 catalyst
carboxylic acid to ester
- esterification
- alcohol
- reflux
- H2SO4 catalyst
ester to carboxylic acid
- acid hydrolysis
- dilute acid
- reflux
hydroxynitrile to amine
- hydrogen gas
- nickel catalyst
hydroxynitrile to carboxylic acid
- acid hydrolysis
- H2O and HCl
- heat
(also forms ammonium salt)
nitrile to carboxylic acid
- acid hydrolysis
- H2O and HCl
- heat
(also forms ammonium salt)
ester to carboxylate
- NaOH
- reflux
acyl chloride to ester
- esterification
- alcohol
acyl chloride to carboxylic acid
- hydrolysis
- H2O
carboxylic acid to acyl chloride
- SOCl2
- distillation to separate products
acyl chloride to primary amide
- conc NH3 solution
acyl chloride to secondary amide
- primary amine