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NITRATION
University of Engineering & Technology Lahore, KSK Campus
Topics to be covered
• Introduction
• Nitrating Agents
• Mechanism of Nitration
• Aromatic and Paraffinic Nitration
• Kinetics of Aromatic Nitration
• Thermodynamics of Nitration
• Equipment For Nitration Processes
• Industrial Applications
2/1/2016 Department of Chemical Engineering 3
University of Engineering & Technology Lahore, KSK Campus
INTRODUCTION
University of Engineering & Technology Lahore, KSK Campus
Introduction
• The reaction between nitrating agent and another
reacting compound that results in one or more nitro
(--NO2) groups chemically bonded to an atom in this
compound.
Introduction (Contd.)
• Three general reactions summarize nitration
chemistry:
1. Carbon nitration:
2. Oxygen nitration:
3. Nitrogen nitration:
NITRATING AGENTS
University of Engineering & Technology Lahore, KSK Campus
Nitrating Agents
• A variety of reagents can be used for nitration.
• These include:
✓
Concentrated and aqueous nitric acid.
✓
Mixtures of nitric acid with sulfuric acid, acetic
anhydride, acetic acid, phosphoric acid and
chloroform.
✓
Nitrogen Pentoxide (N2O5) and nitrogen tetroxide (N2O4).
• For selecting suitable nitrating agent it is desirable
to know:
✓
Species present in the system for reaction.
✓
Mechanism of the reaction with the selected nitrating agent
2/1/2016 Department of Chemical Engineering 8
University of Engineering & Technology Lahore, KSK Campus
Nitryl Ion
• Mixture of nitric acid and sulfuric acid (mixed
acid) is the most important nitrating medium.
• Nitric acid exists in strong sulfuric acid as the
nitryl ion NO2+.
MECHANISM OF NITRATION
University of Engineering & Technology Lahore, KSK Campus
Mechanism of Nitration
• The mechanism of nitration depends on
the reactants and the operating
conditions.
NITRATION OF AROMATICS
University of Engineering & Technology Lahore, KSK Campus
Formation of Electrophile
KINETICS OF AROMATIC
NITRATION
University of Engineering & Technology Lahore, KSK Campus