31 - Organic synthesis conversions. Flashcards
(33 cards)
Alkane to Halogenoalkane?
Halogen
UV light
Free radical substitution.
Alkane to Alkene?
Thermal cracking
High temperature and pressure
Alkene to Alkane?
Hydrogen
Nickel catalyst
Heat
Hydrogenation
Alkene to Alkyl hydrogensulfates?
H2SO4
Room temp
Electrophilic addition
Halogenoalkane to Alkene?
KOH
Ethanoic
Heated under reflux
Elimination
Alkene to Halogenoalkane?
Hydrogen halide or halogen
Room temp
Electrophilic addition
Halogenoalkane to Alcohol?
NaOH or KOH
Heated reflux (lower temp)
Aqueous
Nucleophilic substitution
Alcohol to Halogenoalkane?
HCl (room temp)
OR
HBr or HI (heated under reflux) + Conc. sulphuric acid
Nucleophilic substitution
Halogenoalkane to Nitrile?
KCN
Ethanoic
Heated reflux
Nucleophilic substitution
Halogenoalkane to Primary Amine?
NH3 (excess)
Heated under reflux
High pressure
Ethanoic
Nucleophilic substitution
Halogenoalkane to Quaternary salt?
NH3 (not in excess)
Excess halogenoalkane
Ethanoic
Nucleophilic substitution
Nitrile to Primary Amine?
Hydrogen
Nickel catalyst
High temperature and pressure
Hydrogenation
Alkene to Alcohol?
H2O (steam)
H3PO4 catalyst on silica
High temperature and pressure
Electrophilic addition
Alcohol to Alkene?
conc. H2SO4
Heated under reflux
Elimination
Primary Alcohol to Aldehyde?
Acidified K2Cr2O7
Heated and distillation
Oxidation
Secondary Alcohol to Ketone
Acidified K2Cr2O7
Heated reflux
Oxidation
Aldehyde/ Ketone to Alcohol?
LiAlH4
Dry ether
Room temperature
Reduction
Aldehyde to Carboxylic acid?
Acidified K2Cr2O7
Heated reflux
Oxidation
Aldehyde/ Ketone to Hydroxynitrile?
KCN + H2SO4
Room temp
Nucleophilic addition
Primary alcohol to Carboxylic acid?
Acidified K2Cr2O7
Heated under reflux
Oxidation
Carboxylic acid to Primary alcohol?
LiAlH4
Dry ether
Room temp
Reduction
Ester to Carboxylic acid?
Hydrolysis (NaOH or H2SO4)
Heated under reflux
Hydrolysis.
Carboxylic acid to Ester?
Alcohol + conc. H2SO4 catalyst
Heated under reflux
Esterification
Acyl chloride/ Acid anhydride to Carboxylic acid?
H2O
Room temp
Nucleophilic addition-elimination