Amines
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Describe an aliphatic amine
Contains aliphatic -R groups such as alkyl chains which donate electron density
Describe an aromatic amine
Contains aromatic-R groups such as phenyl which withdraw electron density
State the functional group of an amide
-RCONH2
Describe a primary amide
1 -R 2 -H
Describe a secondary amide
2 -R 1 -H
Describe a tertiary amide
3 -R 0 -H
Describe an ammonium ion (quaternary ammonium salt)
3 groups Fourth group forms dative covalent bond with lone pair on N N has positive charge
Give two uses of quaternary ammonium salts
Hair conditioners Fabric softeners
Give the equation, reagent and conditions for the reduction of nitriles to form aliphatic amines
RCN + 2H2 -> RCH2NH2 Hydrogen, nickel catalyst or LiAlH4 in dry ether
Give an advantage of preparing amines by reducing nitriles over nucleophilic substitution of haloalkanes
Higher yield of desired product as only one product is formed
Give the equation, reagent and conditions for the nucleophilic substitution of haloalkanes to form aliphatic amines
RX + 2NH3 -> RNH2 + NH4X Excess ammonia dissolved in ethanol Heated in a sealed glass tube
Give the major product of the nucleophilic substitution of haloalkanes to form aliphatic amines when excess ammonia is used
Primary amine
Give the major product of the nucleophilic substitution of haloalkanes to form aliphatic amines when excess haloalkane is used
Secondary / tertiary amines or quaternary ammonium salt Successive substitution is likely
Give the equation, reagent and conditions for the reduction of nitro compounds to form aromatic amines
C6H5NO2 + 6[H] -> C6H5NH2 + 2H2O Heat under reflux with Sn and excess conc. HCl No other reagents can be used
Describe a phenyl amine
1 phenyl (C6H5) 2 -H
Describe a diphenyl amine
2 phenyl (C6H5) 1 -H
Describe a triphenyl amine
3 phenyl (C6H5) 0 -H
Which amine is the strongest base?
Tertiary amine
Which amine is the weakest base?
Triphenyl amine
Describe why amines with alkyl groups are strong
Alkyl groups donate electrons (aliphatic) Lone pair is more available to react
Describe why amines with phenyl groups are weak
Phenyl groups withdraw electrons (aromatic) Lone pair is less available to react