ALIPHATIC COMPOUNDS - REACTION PATHWAYS Flashcards
(69 cards)
Alkane —> Haloalkane?
Halogen
Uv
Free radical substitution
Alkene —> Alkane?
H2
Nickel catalyst
Hydrogenation
Alkene —> Haloalkane?
Hydrogen halide (g)
Room temp
Electrophilic addition
Alkene —> Alcohol?
H2O (steam)
H3PO4, 30O˚C, 60 atm
Electrophilic addition
Haloalkane —> Alcohol?
NaOH (aq)
heat under reflux
Nucleophilic substitution
Haloalkane —> Nitrile
CN- (eg KCN) / ethanol (as solvent)
heat under reflux
Nucleophilic substitution
Haloalkane —> Amine?
NH3 / ethanol (as solvent)
heat
Nucleophilic substitution
Alcohol —> Alkene?
-
H3PO4 or conc H2SO4, heat under reflux
Elimination
Alcohol —> Haloalkane?
Sodium halide
conc H2SO4, heat under reflux
Nucleophilic substitution
Alcohol —> Ketone?
-
K2Cr2O7/H2SO4, reflux
Oxidation
Alcohol —> Aldehyde?
-
K2Cr2O7/H2SO4, distillation
Oxidation
Alcohol —> Carboxylic acid?
-
K2Cr2O7/H2SO4, reflux
Oxidation
Alcohol —> Ester?
carboxylic acid
conc. H2SO4 or acid anhydride
Esterification
Aldehyde —> Alcohol
NaBH4
warm
Nucleophilic addition
Aldehyde —> Carboxylic acid?
-
K2Cr2O7/H2SO4, reflux
Oxidation
Aldehyde —> Hydroxynitrile?
NaCN (aq) / H+(aq)
room temp
Nucleophilic addition
Carboxylic acid —> Acyl chloride?
SOCl2
room temp
Nucleophilic addition
Carboxylic acid —> Ester?
alcohol
conc H2SO4, heat under reflux
Esterification
Ketone —> Alcohol?
Nucleophilic addition
Ketone —> Hydroxynitrile?
NaCN (aq) / H+ (aq)
room temp
Nucleophilic addition
Nitrile —> Amine?
H2
Nickel catalyst, heat
Hydrogenation / reduction
Nitrile —> Carboxylic acid?
H2O/HCl
heat under reflux
Hydrolysis
Hydroxynitrile —> Amine?
H2
Nickel catalyst
Hydrogenation / reduction
Ester —> Carboxylic acid?
dilute acid
heat under reflux
Hydrolysis