Reactions Of Amines Flashcards
Alkylation
Amines react with alky halides and undergoes nucleophilic substitution reaction to give a mixture of , secondary , teritiary and quartenery structure of ammonium salt
R-X+R-NH2(alc.) ——> R2NH+R3N+R4N+X-
Acylation
The aliphatic and aromatic amine s react with acid chlorides,acid anhydride and ester in the presence of vase such as pyridine to form substituted amines
Examples
base
1) CH3-NH2 + CH3-CO-Cl———> CH3 -NH-CO-CH3+HCl
Methanamine ——> N- methylethanamide ( N- methylacetamide)
base 2) (C2H5)2NH + CH3- CO- Cl ----------> (C2H5)2N - CO - CH3 + HCl
N - ethylethanamine ——-> N,N-diethylethanamide
3) C6H5 NH2 + CH3 CO O CO CH3—>
C6H5 NH CO CH3—+ CH3 COOH
Aniline. Ethanoic anhydride—–> N phenylethanamide( acetanilide)
What is the test for primary amine?
Carbylamine reaction or ( isocyanide test)
Carbylamine reaction or isocyanide test
When aliphatic or aromatic primary amine is heated with chloroform and alcoholic potassium hydroxide it forms a foul smelling carbylamine or isocyanide this test is know as carbylamine reaction or isocyanide test , secondary and tertiary amines do not give this reaction
Eg: REFER NOTE
What is nitrous acid?
By mixing sodium nitrite and HCl
Reaction with nitrous acid
Aliphatic 1° amines react with nitrous acid to form alcohol with liberation of nitrogen gas ,fron the amount of nitrogen gas we can determine the amino acids and proteins
Eg;REFER NOTE
What is meant by diazotisation?
Aromatic primary amines react with nitrous acid at 0 to 5° C to form aromatic diazonium salt
What is hinsberg reagent?
Benzene sulphonyl chloride
C6H5SO2Cl
What is the use of hinsberg reagent?
1) use to distinguish primary secondary and tertiary amine
2) to seperate mixture of amines
How do primary amines react with benzene sulphonyl chloride?
Primary amines react with benzene sulphonyl chloride to form a precipitate of N- alkyl benzene sulphonamide ,which is soluble in alkali
How do secondary amines react with benzene sulphonyl chloride?
secondary amines react with benzene sulphonyl chloride to form a precipitate of N,N- dialkylsulphonamide which is insoluble in alkali
How do teritiary amines react with benzene sulphonyl chloride?
Teritiary amines does not react with benzene sulphonyl chloride
Nowadays , benzene sulphonyl chloride is replaced by?
p- toluenesulphonyl chloride