Amines Flashcards
(7 cards)
Types of amines
Primary- one alkyl/aryl group on N
Secondary- two alkyl/aryl groups on N
Tertiary- three alkyl/aryl groups on N
Quaternary- four alkyl/aryl groups on N forming a salt
Preparation of primary amines
Halogenoalkane + ammonia
Heat with excess ammonia in ethanol in sealed flask
Reduction of nitriles
Hydrogen in presence of nickel catalyst
Preparation of aromatic amines
Reduction of nitrogen compounds
RNO2 + 6[H] -> RNH2 + 2H2O
Heatbunder reflux with tin and excess HCl adding NaOH ( due to ion formed)
Used in dyes
Basic properties of amines
Weak bases
Accept protons
Amine + acid -> alkyl ammonium salt
Comparison of base strength
Aromatic amine < ammonia < aliphatic amine
Aliphatic are strongest bases due to alkyl group electron donating effect, lone pair is more available
Aromatic are weakest bases due to lone pair overlapping pi electrons in benzene ring so lone pair less available
Creating higher level amines
Each level is a better nucleophile due to lone pair becoming more available
Excess ammonia favours production of primary amines
Excess halogenoalkane favours quaternary ammonium salts
Uses of quaternary ammonium salts
Cationic surfactant found in detergents, fabric softeners and hair conditioners
Coat surface of cloth or hair with positive charges to reduce static