Amines Flashcards
Preparation of Amines
- Halogenoalkane & concentrated ethanolic ammonia
- Reduction of nitrile or amide
- Reduction of aromatic nitro compounds
Halogenoalkane & concentrated ethanolic ammonia
Type of reaction: nucleophilic substitution
Reagents: halogenoalkane & concentrated ethanolic ammonia
Conditions: leave for a long time or heat in a sealed tube
Change in functional group: halogenoalkane –> primary/secondary amine
Reduction of nitrile or amide
Type of reaction: reduction
Reagents: LiAlH4
Conditions: in dry ether
Change in functional group: nitrile/amide –> amine
Reduction of aromatic nitro compounds
Type of reaction: reduction
Reagents: Step 1: Tin, conc. HCl / Step 2: NaOH
Conditions: heat under reflux
Change in functional group: aromatic nitro compounds –> aromatic amine
With water
Type of reaction: x
Conditions: x
Product: alkaline solution
CH3CH2CH2CH2NH2 + H2O ⇌ CH3CH2CH2CH2NH3+ + OH-
With acids
Type of reaction: acid-base reaction
Conditions: x
Product: salt
CH3CH2CH2CH2NH2 + HCl ⇌ CH3CH2CH2CH2NH3Cl
With ethanoyl chloride
Type of reaction: addition-elimination
Conditions: mix at room temperature
Product: substituted amide (N-ethylbutanamide)
CH3CH2CH2CH2NH2 + CH3COCl –> CH3CONH(CH2)3CH3 + HCl
With halogenoalkanes
Type of reaction: x
Conditions: heat in an ethanolic solution in a sealed tube
Product: secondary and tertiary amine
CH3CH2CH2CH2NH2 + CH3CH2Cl –> secondary amine + CH3CH2Cl –> tertiary amine
With copper (II) ions
Type of reaction: ligand exchange reaction
Conditions: x
Observation: blue solution —> deep blue solution
[Cu(H2O)6]2+ + amine –> [Cu(NH3)4(H2O)2] + 4H2O