Organic Compounds Containing Nittogen Flashcards
(14 cards)
Carbylamine test
CH3 - NH2 + CHCl3 + 3KOH alc—-> Isocynide + 3KCl + 3H2O
Distimguish 1°2°3° amines
Amine —-> ¤- SO2Cl —> HCl
1° —> clear soln —> insoluble
2° —-> insoluble —> no change
3° —> no change —> clear soln
Hoffman bromide reactoon
Amide
¤ - CO- NH2 + Br2 + KOH—-> anilin + K2CO3+ H2O
Oxidation
Aniline + K2Cr2O7 + H2SO4
O=¤=O
P- benzoquinone
Methanamime —>ethanamine
HNO2—-> Alcohol
PCl5—->R - Cl
KCN—-> R-CN
Ni/ Pt —->Ethylamine
Ethanamine —> methanamine
R- CH2 - NH2 +
HNO2 —-> R-OH
K2Cr2O7 —R- COOH
NH3 —> R- CO - NH2
Br2 + KOH —> R - NH2
GRW
Why do amines act as nucleophiles
Nitrogen atom has a lone pair to donate to e- deficuent species
How is the basic strenth of aromatic amines affected by an e- releasing group on the benzene ring
(ERG)X—¤—NH2
●Increases the density on N attached to benzen
●Making lone pair more available for donation
●Basicity of amine increases
Alkylamine more basic than Arylamine
Arylamine lone pair is delocalised due to rrsonance : less avaialable for donation
Even under mild conditions aniline on bromination gives 2 4 6-tribromoaniline instantaneously
● NH2 is electron donating group
● activating the ring towards electrophilic substitution reaction
GRW
Before reacting aniline with HNO3 it is converted to acetanilide
● aniline is oxidised to m- nitroaniline on direct nitratoon.
● anilide activates ring to ortho / para
GRW
Before reacting aniline with HNO3 it is converted to acetanilide
● aniline is oxidised to m- nitroaniline on direct nitratoon.
● anilide activates ring to ortho / para
Tertiary amimes do not go acylation
●The lack of a replaceable hydrogen atom on the nitrogen of tertiary amines prevents acylation.
● Adition of acyl group R- C=O
Higher Boiling Point
Ethyl alcohol > EthylAmine
● Oxygen is more electronegative than nitrogen
● stronger hydrogen bonds in ethyl alcohol.
