Classification CH 3 – NH – C 6 H 5 Primary amine Secondary amine Tertiary amine Quaternary ammonium ion
Method of preparation Reduction of nitro compounds Nitro compounds are reduced to amines by passing hydrogen gas in the presence of finely divided nickel, palladium or platinum.
Method of preparation Method of preparation : R eduction with metals in acidic medium. Nitroalkanes can also be similarly reduced to the corresponding alkanamines .
Method of preparation 2. Ammonolysis of alkyl halides
3. Reduction of nitriles Nitriles on reduction with lithium aluminium hydride (LiAlH 4 ) or catalytic hydrogenation produce primary amines. CH 3 – CN
CH 3 – CH 2 – C N CH 3 – CH = NH Ph – C N CH 3 CH 2 CH 2 –NC
4. Reduction of amides The amides on reduction with lithium aluminium hydride yield amines.
4. Reduction of amides
5. Gabriel phthalimide synthesis
Predict the products when R-X is varied in the following reaction (1) CH 3 -Cl (2) Et-Cl
(3) (4)
6. Hoffmann bromamide degradation reaction
Physical Properties:
Basic strength of amines Comparison of basic strength of 1°/2°/3° amines and NH 3 : (I) In gaseous state :
(II) In aqueous state : Value of R Basic strength order 1. Methyl 2°> 1° > 3° > NH 3 2. Ethyl 2° > 3° > 1° > NH 3 3. Iso propyl 1° > NH 3 > 2° > 3° 4. t-Butyl NH 3 > 1° > 2° > 3°