organic synthesis Flashcards
alkene -> poly(alkene)
high pressure catalyst
alkene -> dihalogenoalkane
Br2, Cl2 at room temp
electrophilic addition
dihalogenoalkane -> diol
KOH (aq)
heat under reflux
nucleophilic substitution
alkene -> halogenoalkane
HBr, HCl
room temp
electrophilic addition
halogenoalkane -> alkene
KOH (alcoholic)
heat under reflux
elimination
alkane -> halogenoalkane
UV light
Cl2
free radical substitution
halogenoalkane -> nitrile
KCN (ethanolic)
heat under reflux
nucleophilic substitution
halogenoalkane -> 1* amine
NH3 (alcoholic)
heat under pressure
nucleophilic substitution
nitrile -> 1* amine
LiAlH4 in dry ether
reduction
1* amine -> 2/3 amine/ quaternary salt
excess halogenoalkane
nucleophilic substitution
1* amine -> 2* amide
acyl chloride
room temp
nucleophilic addition-elimination
alkene -> alcohol
sulfuric acid
electrophilic addition
water
warm
hydrolysis
alcohol -> alkene
conc sulfuric acid
elimination/dehydration
1* alcohol -> aldehyde
acidified potassium dichromate
dilute sulfuric acid
heat and distill
partial oxidation
2* alcohol -> ketone
acidified potassium dichromate and dilute sulfuric acid
heat under reflux
oxidation
aldehyde -> alcohol
NaBH4
reduction
nucleophilic addition
ketone -> alcohol
NaHB4
reduction
nucleophilic addition
aldehyde -> carboxylic acid
acidified potassium dichromate
dilute sulfuric acid
heat under reflux
oxidation
ketone -> hydroxynitrile
KCN + sulfuric acid
nucleophilic addition
aldehyde -> hydroxynitrile
KCN + sulphuric acid
nucleophilic addition
carboxylic acid -> ester
alcohol + sulfuric acid
heat
esterification
acyl chloride/ acid anhydride -> ester
alcohol
room temp
nucleophilic addition - elimination
acyl chloride/ acid anhydride -> carboxylic acid
water
room temp
nucleophilic addition - elimination
acyl chloride/ acid anhydride -> 1* amide
ammonia
room temp nucleophilic addition - elimination
acyl chloride/ acid anhydride -> 2* amide
1* amine
room temp
nucleophilic addition - elimination
alcohol -> ester
carboxylic acid + sulfuric acid
heat
esterification
nitrobenzene -> phenylamine
tin
conc HCl
heat via reflux
NaOH
benzene -> nitrobenze
HNO3
conc sulfuric acid
warm
nitrification
electrophilic substitution
benzene -> halobenzene
Cl2/Br2
AlCl3
warm
benzene -> alkylbenzene
haloalkane
AlCl3
reflux
benzene -> phenylketone
acyl chloride
anhydrous AlCl3
acylation
reflux
electrophilic substitution
phenylamine -> N-phenylethanamide
acyl chloride
room temp
nucleophilic addition - elimination