4 Synthetic Routes Flashcards
Haloalkane to alcohol
NaOH (aq) (or water or ammonia???)
Reflux
(Halogen is replaced by -OH. Makes Sodium halide)
Alkane to haloalkane
Halogen/UV Haloalkane and hydrogen halide E.g. bromomethane and HBr Radical substitution Initial stage Propagation Termination
Alkene to haloalkane
Hydrogen halide or halogen
Electrophilic addition
Curly arrow from double bond to electropositive atom. Single bond to electroneg atom.
Alkene to alkane
H2
Ni catalyst
423Kelvin (150oC)
Alkene to alcohol
H2O(g) (steam)
H3PO4 catalyst
Hydration
Alcohol to haloalkane
Sodium halide
H2SO4
Substitution reaction
Sodium halide + sulfuric acid -> NaHSO4 + Hydrogen halide
The hydrogen halide produced is used in reaction
Alcohol + hydrogen halide -> haloalkane + H2O
Produces water
Alcohol to alkene
Dehydration
Water molecule removed
Heated under reflux in presence of phosphoric acid catalyst
Primary alcohol to carboxylic acid
K2Cr2O7/H2SO4 Heated under Reflux Oxidation Alcohol + 2[O] -> carboxylic acid + H2O Produces water The dichromate ions change colour from orange to green
Primary Alcohol to aldehyde
K2Cr2O7/H2SO4 Distilled Oxidation Alcohol + [O] -> aldehyde + water Produces water
Secondary alcohol to ketone
K2Cr2O7/H2SO4 Heated under reflux Oxidation Alcohol + [O] -> Ketone + water Produces water The dichromate ions change colour from orange to green
haloalkane to nitrile
NaCN
ethanol
haloalkane to amine
NH3
ethanol
primary alcohol to ester
carboxylic acid
conc H2SO4
nitrile to amine
H2
Ni catalyst
nitrile to carboxylic acid
H2O
HCl
heat
forms carboxylic acid and NH4Cl
carboxylic acid to ester
alcohol
conc H2SO4
carboxylic acid to acyl chloride
SOCl2
produces acyl chloride + SO2(g) + HCl(g)
aldehyde to primary alcohol
NaBH4/H2O
aldehyde to carboxylic acid
K2CR2O7/H2SO4
reflux