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12 Cards in this Set

  • Front
  • Back

uses of amines?

analgesics (medicines which relieve pain)


salbutamol- the active ingredient in inhalers


synthetic dyes eg. methyl orange


anaesthetics



organic chemistry naming hierarchy

carboxyl


aldehyde


ketone


hydroxyl


amine


alkene



preparation of primary amines from halogenoalkanes

nucleophilic substitution with ammonia




conditions- heat in a sealed flask with excess ammonia in ethanol

why use excess ammonia?

so that primary amine is the major product


if excess halogenoalkane was used then successive substitution by the product would be more likely forming tertiary amines and quaternary ammonium salts

preparation of primary amines from nitriles

reduction of nitriles by either:


using hydrogen in the presence of a nickel catalyst


using lithiumtetrahydridoaluminate(iii) LiAlH4




higher yield than halogenoalkanes- no other product

preparation of aromatic amines

by reduction of nitro compounds


phenyl amine is prepared by the reduction of nitrobenzene


tin and conc HCL


Heat under reflux, tin and XS conc HCL, followed by conc NaOH




phenyl ammonium ion is first formed which reacts with NaOH to form phenyl amine

uses of aromatic amines

manufacture of dyes

Basic properties of amines

weak bases (accept protons)


lone pair forms dative covalent bond with proton


when they react with acids an alkyl ammonium salt is produced



reaction of amines with water

they accept H ion from water= alkyl ammonium ion and OH- ions




solution formed is weakly basic because equilibrium lies to left as amine is only partly ionised

comparing base strength

primary aliphatic amines are stronger bases than ammonia- alkyl group is electron density donating so lone pair is more available


primary aromatic amines are weaker bases than ammonia- lone pair overlaps with delocalised electrons , the lone pair is delocalised into the pi system, lone pair is less available

nucleophilic properties of amines- choosing the condition of nucleophilic substitution

excess ammonia- favours primary amines as it is less likely a halogenoalkane molecule will react with an amine when there are a large number of ammonia molecules available


excess halogenoalkane- favours productions of quaternary ammonium salts as it ensures each ammonia reacts with four halogenoalkane molecules

uses of quaternary ammonium salts

cationic surfactants found in


detergents


fabric softeners


hair conditioner