Naphthylamine Organic chemistry

1. MAHARSHI DAYANAND
UNIVERSITY
Naphthylamine: Preparation and Uses
Presentation on
Department of Pharmaceutical sciences

2. NAPHTHYLAMINE
 Naphthylamine is an aromatic
amine derived from Naphthalene.
 It can cause bladder cancer
(transitional cell carcinoma).
 It crystallizes in colorless needles
which melt at 50°C.
 It possesses a disagreeable odor,
sublimes readily, and turns brown
on exposure to air.
 It is the precursor to a variety of
dyes.

3. Properties of Naphthylamine
Chemical Formula C10H9N
Molar Mass 143.19 g/mol
Appearance Colorless crystals (reddish purple in Air)
Melting Point 47 to 50°C
Boiling Point 301°C

4. Preparation :-
1. Bucherer’s Process
β-Naphthylamine is prepared by treating β-napthol
with aqueous ammonia and Ammonium Sulphate.

5. 2. α-Naphthylamine is prepared by reducing α-
Nitrophthalene with Iron and Hydrochloric acid.
3. Naphthelene is treated with concentrated Nitric
Acid and concentrated Sulphuric Acid to give 1-
Nitrophthalene , then further react with Zn/HCl
togive Naphthylamine

6. Uses of Naphthylamine
1. The sulfonic acid derivative of 1-
naphthylamine are used for the preparation of
azo dye.
2. It is used as an Anti-oxidant in Rubber
industies
3. It is used in preperation of Aptiganel

7. Reference
1. https://en.m.wikipedia.org/wiki/1-Naphthylamine
2. https://slideplayer.com/slide/4217449/14/images/65/
3. Bahl BS , Bahl A , Textbook of Organic Chemistry, S Chand Publishers ( Pg
no. 839-840)

8. Thanks