Organic Flashcards
Alkene —> Alkane
Hydrogenation
Electrophilic Addition
Finely divided nickel catalyst
180C 4atm
Alkene —> alcohol
Hydration
Electrophilic addition
Conc. phosphoric acid
300C 60atm
Alkene —> Polymer
Addition polymerisation
Alkene —> Halogenoalkane
Electrophilic addition
Room temp
+HX or X2
Halogenoalkane —> Alkene
Elimination
Hot ethanolic KOH solution
Halogenoalkane —> alcohol
Nucleophilic substitution
Reflux with aqueous NaOH with small amount of ethanol
Alcohol —> halogenoalkane
Nucleophilic substitution
Reflux with NaBr + H2SO4 = HBr in situ
Primary alcohol —> aldehyde
Oxidation
Distil with acidified potassium dichromate (VI)
Colour change = orange —> green
Secondary alcohol —> Ketone
Oxidation
Reflux with acidified potassium dichromate (VI)
Colour change = orange —> green
Aldehyde —> carboxylate acid
Oxidation
Reflux with acidified potassium dichromate (VI)
Aldehyde —> primary alcohol
Reduction
Reflux with LiALH4 (lithal)
Dissolved in dry ether
Ketone —> secondary alcohol
Reduction
Reflux with LiALH4
Dissolved in dry ether
Ketone —> 2,4-dinitrophenylhydrazone
Condensation
Mix with 2,4-dinitrophenylhydrazine
Orange precipitate
Ketone —> cyanohydrin
Nucleophilic addition
NaCN or KCN + H2SO4 = HCN in situ
Aldehyde —> 2,4-dinitrophenylhydrazone
Condensation
Mix with 2,4-dinitrophenylhydrazine
Orange precipitate
Aldehyde —> cyanohydrin
Nucleophilic addition
NaCN or KCN + H2SO4 = HCN in situ
Alkane —> primary halogenoalkane
Monohalogenation
Free radical substitution
UV light
Primary halogenoalkane —> nitrile
Nucleophilic substitution
Dissolve in ethanol dropped into KCN and reflux
Primary halogenoalkane —> primary amine
Nucleophilic substitution
Heated with ethanolic ammonia in sealed tube
Nitrile —> primary amine
Reduction
Reflux with LiALH4 (lithal) dissolved in ether.
Primary amine —> amide
Condensation
React with acrylic chloride
Amide —> nitrile
Dehydration
Distil over P2O5 (phosphorus pentoxide)
Nitrile —> carboxylic acid
Hydrolysis
Reflux with dilute HCL or dilute NaOH
Carboxylic acid —> ammonium salt
Addition
React with ammonia
Ammonium salt —> amide
Dehydration
Heat
Carboxylic acid —> acyl chloride
React with PCl5
(Phosphorus pentachloride)
Acyl chloride —> carboxylic acid
Hydrolysis
React with H2O
Acyl chloride —> amide
Condensation
React with amine
Acyl chloride —> ester
Esterification
(Condensation)
Reflux with alcohol
Carboxylic acid —> sodium salt
Neutralisation
React with Na or NaCO3
Carboxylic acid —> ester
Esterification
(Condensation)
Reflux with alcohol
Conc. H2SO4 removes H2O
Ester —> carboxylic acid
Hydrolysis
Reflux with dilute HCl or dilute NaOH