Trapal, Mariel B.
Prof. T.D. Macasil
BSE Physical Science
Reactions of amines
Reaction of amines with acids – acids and amines form ammonium salts.
R – NH2 + HCl → R – NH3+ + OH –
CH3 – NH2 + HCl → CH3 – NH3 + Cl-
CH3CH2 – NH3 + Cl → CH3CH2NH2 . HCl
Reaction of amine with water – when amines react with
water, they produce hydroxide ( OH )
R – NH2 + H2O ⇄ R – NH3+ + OH-
CH3 – NH2 + H2O ⇄ CH3 – NH3+ + OH-
Oxidation – all amines can be oxidize, only tertiary amines give easily isolated products. The oxidation of a tertiary amine leads to the formation of an amine oxide.
Reaction of amines with nitrous acid – Nitrous acid ( HNO2) reacts with amines to distinguish primary, secondary, tertiary amines. Primary amines react with nitrous acid to yield a diazonium salt, which is highly unstable. Example
CH3CH2 – N ≡ NCl
ethyl diazonium chloride
CH3CH2N≡NCl→ [ CH3CH2+] + N2
CH2=CH2 + H +
Secondary aliphatic and aromatic amines form nitrosoamine with nitrous acid Example
CH3 – NH2 – CH3
(CH3)2 – N – N=O
dimethylamine HCl N, Nitrosodimethylamine
NH – CH3
Tertiary amine forms only salt
(CH3)3 + NaNO2 + HCl → [ ( CH3) NH ] – NO2 + NaCl
Reaction with acid halides – Acid halides react with amines to form substituted amides. Example
∥ . .
CH3 – CH2 – C = O
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