PYRROLE
 It is not basic
 Protonated by very strong acid it
occur at carbon-2.
 Proton acceptor not easily available
 Pyrrole is an unsaturated 5 numbered
heterocyclic ring consists of nitrogen
as hetero atom at 1st position.
Physical properties:
 It is colourless liquid
 It has odour of chloroform
 Boling point is 131°C
 It is very slightly soluble in H20,soluble in most organic
 It rapidly turns brown on exposure to air.
 Methods of preparation :

1.

By heating ammonium mucate with glycerol at 200 °C. At this temperature mucic acid and ammonia formed. The
Acid undergoes dehydration and decarboxylation and ring closure with ammonia.
2. By heating succinimide with Zinc dust

3. By warming succinic dialdehyde with ammonia.

4.By Treatment with Ammonia:

By passing a mixture of Furan,ammonia and steam over aluminium oxide catalyst at 480 °C -
490 °C.

5. By Acetylene

By passing a mixture of acetylene and ammonia through a red hot tube.

Reactions of Pyrrole:
1.Electrophilic aromatic substitution reaction :

Pyrrole undergoes electrophilic aromatic substitution reaction at C-2 position

e)Kolbe-Schmitt Carboxylation
2.Oxidation and Reduction:

3.Ring expansion reaction:

4.Ring opening reation:
Uses:
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2.Nicotine
A stimulant and potent parasympathomimetic alkaloid.It is used for smoking cessation to
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3.Proline
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4.Glycopyrrolate
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5.Atorvastatin
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