&

NOTES PREPARED

By
PROF:
MUSTAFAOS
BIHRAINWALA

AMINES
 A
MINES

NITROYEN CONTAINING
ARE
AMINES
HAYING
COMPOUNDS
ORGANIC
BASIC
CHARACTERS

ANINES
CLASSIFICATION OF

10Amines: R-NMz R

&'AMINES: RINH => R-N-1

R

R-N
ANINES:RIN
= R
3:
-

# MUSTAFA SIR
 of Amines
·menclature
 Preparation ofAmines
ofAlky, halides
⑰
Ammonolysis
NH3-R- NHz HX
+

R X -
+

(all)

HBw
NHz CaHNa+
Eg: CzH5Bw
+
->
(als Ethanamine
Ctyl Bromide

Nibrocompounds
of
Reduction
④
Su/4cl
G(H) R-NHz 2420
+

->
( N02
+
-

Amine

EX:(a15
-
1102
G(H)
+

2aH5NOz +2H2O

Hirothane Nitro
Ethane

ofmides
②
duction CiAlNy
11
(Hz (42 x42
-

y(u)50"
-

c HMz
(Hz
+
- -

Ethanamine
stanamide

①Atmans Bomamid Degradaca

set
+

42(0 2Hc0
+

2x: 0
- 245
CHz "
-
-
NH BV
+ 4401
+

NHcta 3040
 can be converted
Note - Amides to

by degradation
as
amines
well as reduction.
LiATH, same no op
On Reduction using
Carbon is retained. However on

aroma decreases
Carbon
the
Dequadation
one vail. # MUSTAFA SIR
by
SYNTHESIS
GABRIEL PHTLAMIDE
⑧
19 o
C
1
d
KOH I
NH ->
/ /N-K
* * C

d
pathalimide o
potassium
11
② phltalimide
I
Y N -
k R Y
-

↑ ->
YN -
R

⑩ *
c
0
=

· ⑲
②
*
YN R
-
-

- RH2 +
-
ofta
c
0
=
-
-
8Na
10 amine c 0
=
Note:
-
Aromatic compounds
cannotbe prepared by this

because halides do not

method
any,
nucleophilic substitution with
undego
the anion formed by phthamide

TRY THIS!!

# MUSTAFA SIR
 Physical Properties ofAmines

1) The order of water solubility ofamines

alcohols, alkanes are:

alcohol) amines> alkanes

2) The older of boiling point ofalkanes

Acid
amines, alcohols, and
Carbonylic
Alkanes <Amines Alcohol Caboxylic
Acid

3) ofAmines
Basicity
order basic
Expected of
strenght
NT <R-NHz<RINH <REN

Note ·
 Chemical properties ofAmines

①
Alkylation ofAmines
R NH R
+
HX
R NHz RX
-
-
+ -
-

HX
RX RzN
+

R -
HH -
R +

RyN+x
-

R3N RX
+ ->

tetraalky
alkyl halides
used
Itexcess of
ammonium halide is obtained as
major product

B cylation of Amines
H
1Amines
o

as :
1
o pyridine i- 1C1
1 CH3
+

(M3
-

CaH5
-

-
(215NMz
-

a
-
+

Acety acetamide
Etylamine chloride N-Ettyl

b) mines: o
o

pinidine
1 CH3 19)
CaM5N
+

11 14s
- -

1x
2015
+ -
- -

->
(215 "15
pietl amine
 hydrogen
arom
Since Samines has no
Note:
itwill not
therefore
attached to
alibogen;
samines.
undergo acylation of
⑨ CARBYLAMINEREACTION :

3K04
R NMz (HC( ,
+

R A1 3kc1 3420
+
+
- +
-

10 amine A(ky)
isocyanide
3k07
(2H5NMz (H(z <cH5Nc 3k91 3720
+
+ +
+

Ethylamine &tyl;50
cyanide
Bamines do not
Note: 2amine and
this test.
undergo # MUSTAFA SIR

④
Reaction Nilous
with Acid
01

!
NaNOS 1
HNO2 C1]
-

R -
NHz
+

>
- > R -

N -

-> R-0H Nu4

+

MCI

10amines iazonium Al(0h0/

ahlowide
H -
0H
21 ->
GH5Nc 915-01
-

CaMyNAc + HNOa ->

E ty |
styldiazonium stay
chloride alcow
amine

noon
N12 Nell

[]
-

+
nNa -
[o] ->

Benzene
diazonium Phenol
 Reaction arena
of diazonium salts

# MUSTAFA SIR

Acid
Reaction with Fourobaric
> AN-NzBF Ar-Ftiat
Ar Na 1
-->
-

NaN103
1 > Ar N0z 12+
+

- -
 ⑨

Reactions
involving diazonium
group

N
N =
-

C1
+ OH

↓
N
x= =
OH
+
Hc/

azosenzene
↑-Hydroxy
corange dye) #NUSTAFA SIR

N
N = C1
+
xTz
-

N
x= =
NHz 1c/
+

P-Aminoazobenzene
<yzow dyes
Reaction with avenusultonychlaide

**
*
Minsberg Reagent
Beneene Sultonylchloride (CM5-SO-C1)

Amine;
CoHi.S-N
1

3-9
955 Ma)
+
-

y-CaH5
->
Cotts H
- + -

N-Ettyl beneene
Erylamine sofFonamide
(215
&
Amine:
(s15 so
- a
1
+ -

245
-

>
GH5
-
⑲
5

jl
-
N -

C15 +

N. N-Etylbenzene
sulponamide
 Electrophilic substitution Reaction

Bromination:
NHz m
NHz
Bu
H20 & -
Bu
>
3BV
+

+3HBr

Aniline Bu
2, 7,6 Tribromo
Aniline

Note:
-

&

Nitration ofAniline
NHz NHz NHz NHz

HN03 -
N102

-
H2SO4 N
Noz
-Nitro aniline m Nit
p-Nioaniline
-

Aniline
aniline
2/ 51.1 47..
Note:
->

# MUSTAFA SIR

solphonation ofAmines

Si op i son,

Aniline
sslo, e1,
Acid
S0z
&witter
↑on