Distinction Between 1°, 2°, and 3° Amines

Amines are nitrogen-containing organic compounds that can be classified into Primary (1°), Secondary (2°), and Tertiary (3°) amines based on the number of alkyl or aryl groups attached to the nitrogen atom.
Primary (1°) Amine
Structure: R–NH2
Definition: One alkyl or aryl group attached to the nitrogen atom.
Examples: Methylamine (CH3NH2), Aniline (C6H5NH2)
Secondary (2°) Amine
Structure: R–NH–R′
Definition: Two alkyl or aryl groups attached to the nitrogen atom.
Examples: Dimethylamine ((CH3)2NH), Diphenylamine
Tertiary (3°) Amine
Structure: R–N(R′)–R″
Definition: Three alkyl or aryl groups bonded to nitrogen, no hydrogen atom.
Examples: Trimethylamine ((CH3)3N), Triphenylamine
Chemical Distinction Tests
1. Hinsberg Test
- 1° Amine: Forms sulfonamide, soluble in alkali.
- 2° Amine: Forms sulfonamide, insoluble in alkali.
- 3° Amine: No reaction.
2. Nitrous Acid Test
- 1° Amine: Brisk evolution of N2 gas.
- 2° Amine: Forms oily yellow N-nitroso compound.
- 3° Amine: No visible reaction.
3. Acylation Reaction
Primary and secondary amines form amides with acyl chlorides, but tertiary amines do not react.
Summary Table
Property | 1° Amine | 2° Amine | 3° Amine |
---|---|---|---|
Structure | R–NH2 | R–NH–R′ | R–N(R′)–R″ |
Hinsberg Test | Soluble | Insoluble | No Reaction |
Nitrous Acid | Gas Evolution | N-Nitroso | No Reaction |
Acylation | Yes | Yes | No |
N–H Bonds | 2 | 1 | 0 |
Practice Questions
MCQs
- Which amine reacts with nitrous acid to evolve nitrogen gas?
a) 1° amine ✅
b) 2° amine
c) 3° amine
d) None - Which amine fails in acylation?
a) 1°
b) 2°
c) 3° ✅
d) All
True / False
1° amines give soluble sulfonamides in Hinsberg test. True ✅
3° amines evolve nitrogen gas with nitrous acid. False ❌
Fill in the Blanks
Primary amines have ___ N–H bonds. Answer: 2
Tertiary amines have ___ N–H bonds. Answer: 0
FAQs
Q1. How do you distinguish between primary, secondary, and tertiary amines?
By Hinsberg test, nitrous acid test, and acylation reactions.
Q2. Which amine does not react with acyl chlorides?
Tertiary (3°) amines do not react due to absence of N–H bond.
🔍 Mastering these distinctions is vital for Class 12 Organic Chemistry, competitive exams like JEE/NEET & advanced research in synthesis.