Organic Synthesis Flashcards
alkane –> halogenoalkanes
free radical sub
primary amines –> secondary/tertiary amines and quarternary salt
further nucleophilic subs w/ halogenoalkane + heat
halogenoalkane –> primary amine
excess ethanolic NH3
Nucleophilic sub
halogenoalkane –> nitrile
aq KCN in ethanol, reflux, nucleophilic sub
halogenoalkane –> alcohol
warm aq KOH/NaOH heat under reflux, nucleophilic substitution
halogenoalkane –> alkene
NaOH/KOH warm ethanol, reflux, elimination
alkene –> halogenoalkane
electrophilic addition, HX, 25 degrees celcius,
alkene –> dibromoalkane
this is the test for unsaturation, orange bromine water turning colourless in the presence of an alkene –> electrophilic addition, Br2, 25 degrees celcius
nitrile –> primary amine
Nitrile is reduced by the strong reducing agent (LiAlH4)
in lab: use LiAlH4, dry ether, then dilute acid
Industry: Ni/Pt catalyst, high temp, high pressure using catalytic hydrogenation
BECAUSE LiAlH4 is too expensive to use in industry
alkene –> alcohol
electrophilic addition
H3PO4 catalyst, steam, 300 C, 60atm
e.g. ethene can be hydrated by steam to produce ethanol in industry, using a solid phosphoric (V) acid
The reaction is reversible has a low % yield of 5% but the unreacted ethene can be recycled
alcohol –> alkene
Alcohol –> carboxylic acid
Alcohol –> aldehyde/ketone
aldehyde –> carboxylic acid
aldehyde/ketone –> alcohol