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“AROMATIC AMINES”
UNIT - II
ROLL NO. 105 TO 114
Continuous Assessment No. :- 02
GES’S SIR DR.M.S.GOSAVI COLLEGE OF PHARMACEUTICAL EDUCATION AND
RESEARCH , NASHIK

PARTICIPANTS
SR.NO. ROLL NO. NAME
1. 105 Vedika Shivale
2. 106 Prajwal Sinkar
3. 107 Sourav Suryawanshi
4. 108 Shreya Tapse
5. 109 Prasad Wadghule
6. 110 Chinmay Wagh
7. 111 Harsh Wagh
8. 112 Pragati Wagh
9. 113 Sudarshan Wagh
10. 114 Yash Borse

 Aromatic amines represent a category of chemical agents of considerable
importance as witnessed by their widespread use as intermediates in the
manufacture of drugs, pesticides and plastics, as antioxidants in the
preparation of rubber for the manufacture of tires and cables and as curing
agents in the preparation of various plastics.
 In addition, they are widely used as
intermediates in the preparation of dyes and
pigments extensively employed to color
textiles, leathers, rubber, printing inks, paints,
lacquers, metal finishes, plastic and paper
products, as well as in semi-permanent
coloring products.
AANILINE

PREPARATIONS OF AROMATIC AMINES
1.
2.
3.

REACTIONS OF AROMATIC AMINES
1.Reaction With Nitrous Acid [Nitrosation Reaction]

3.Benzendiazonium Salt
Reactions

Sandmeyer Reaction
The Sandmeyer reaction is a chemical reaction used to synthesize aryl halides from
aryl diazonium salts using copper salts as reagents or catalysts. It is an example of a
radical-nucleophilic aromatic substitution.

Coupling reaction
The process of conversion of primary aromatic amines into its diazonium salt is called diazotization.
Diazonium salts are important synthetic intermediates that can undergo coupling reactions to form azo
dyes and electrophilic substitution reactions to introduce functional groups.

 Hinsberg Test
The Hinsberg test, which can distinguish primary, secondary, and tertiary
amines, is based upon sulfonamide formation. In the Hinsberg test, an amine is
reacted with benzene sulfonyl chloride.

 EFFECT OF SUBSTITUENT ON
BASICITY AMINE :
Electronic effects :
Owing to inductive effects, the basicity of an amine might be expected to
increase with the number of alkyl groups on the amine. Correlations are
complicated owing to the effects of solvation which are opposite the trends
for inductive effects. Solvation effects also dominate the basicity of aromatic
amines (anilines). For anilines, the lone pair of electrons on nitrogen
delocalizes into the ring, resulting in decreased basicity. Substituents on the
aromatic ring, and their positions relative to the amino group, also affect
basicity .

Solvation effects :
Solvation significantly affects the basicity of amines. N-H groups
strongly interact with water, especially in ammonium ions.
Consequently, the basicity of ammonia is enhanced by solvation. The
intrinsic basicity of amines, i.e. the situation where solvation is
unimportant, has been evaluated in the gas phase. In the gas phase,
amines exhibit the basicities predicted from the electron-releasing
effects of the organic substituents. Thus tertiary amines are more basic
than secondary amines, which are more basic than primary amines, and
finally ammonia is least basic.

 Diazonium compounds are standard reagents used in organic
compound synthesis, especially of aryl derivatives.
 Diazonium salts are sensitive to light and break down under
Ultraviolet or violet light nearby. This wealth contributed to
their use in the copying of papers. For this process a diazonium
salt is used to paint paper or film.
 Synthetic uses of Aryl Diazonium Salts
 The use of diazonium salts was to produce water-fast dyed
fabrics by immersing the fabric in an aqueous solution of the
diazonium compound, followed by immersion in a solution
of the coupler

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