Synthetic Routes Flashcards
Alkane to haloalkane
Free radical substitution
Br2, Cl2, etc
UV light
Haloalkane to alcohol
Nucleophilic substitution
Aqueous KOH or NaOH
Heat under reflux
Haloalkane to nitrile
Nucleophilic substitution
Heat under reflux with KCN dissolved in ethanol
Haloalkane to primary amine to secondary amine
Nucleophilic substitution
Heat under reflux with (excess) NH3 dissolved in alcohol
Haloalkane to alkene
Elimination
Heat under reflux with ethanolic KOH
Alkene to polyalkene
High pressure
Catalyst
Alkene to haloalkane
Electrophilic addition
HCl, HBr
Room temp
Alkene to dihalogenoalkane
Electrophilic addition
Cl2, Br2
Room temp
Dihalogenoalkane to diol
Nucleophilic substitution
Aqueous KOH
Heat under reflux
Alcohol to alkene
conc. H2SO4 or conc. H3PO4
Elimination, dehydration
Alkene to alcohol
Step 1: Electrophilic addition with H2SO4
Step 2: H2O warm hydrolysis
partial oxidation of primary alcohol
acidified potassium dichromate (VI) solution
heat and distill
aldehyde forms
complete oxidation of primary alcohol
acidified potassium dichromate (VI) solution
heat under reflux
carboxylic acid forms
oxidation of secondary alcohol
heat with acidified potassium dichromate (VI) solution
forms ketone
why can’t tertiary alcohols not be oxidised
there is no H atom attached to the carbon with the -OH group