Nitration of Benzene
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C6H6 + HNO3 → C6H5NO2 + H2O
Обзор
Benzene undergoes electrophilic aromatic substitution with nitric acid in the presence of sulfuric acid to form nitrobenzene. The active electrophile is the nitronium ion (NO₂⁺) generated by protonation of HNO₃. The reaction temperature must be carefully controlled to avoid dinitration.
Участники
| Роль | Вещество | Коэффициент | Состояние |
|---|---|---|---|
| Реагент | Benzene C₆H₆ | 1 | (l) |
| Реагент | Nitric Acid HNO₃ | 1 | (aq) |
| Продукт | Water H₂O | 1 | (l) |
Пример из жизни
Nitrobenzene has a bitter almond odor and was once used in shoe polish and floor wax. TNT is made by trinitration of toluene.
Промышленное значение
Nitrobenzene is produced at over 5 million tonnes annually, almost entirely for reduction to aniline, the precursor to polyurethanes and dyes.
Свойства
- Тип
- Organic
- Обратимая
- Нет
- Энергия
- Экзотермическая
- ΔH
- -117,0 kJ/mol
- Катализатор
- H₂SO₄ (generates NO₂⁺)