| Description | 2-Nitrodiphenylamine is a double-base (DB) rocket propellant stabilizer
and its microencapsulation potentially improves the shelf life of DB
rocket propellants. |
| Chemical Properties | Red Crystalline Solid |
| Uses | (2-Nitrophenyl)phenylamine (cas# 119-75-5) is a compound useful in organic synthesis. |
| Uses | 2-Nitrodiphenylamine is used to control the combustion of propylene glycol dinitrate in Otto fuel II (US navy propellant for torpedoes and other weapons systems); Also used as a solvent dye; Used as stabilizer for nitroglycerin and as a chemical intermediate |
| General Description | Red-brown crystalline powder or reddish-brown solid. |
| Air & Water Reactions | 2-Nitrodiphenylamine may be sensitive to prolonged exposure to air. Insoluble in water. |
| Reactivity Profile | 2-Nitrodiphenylamine is incompatible with strong oxidizers, strong acids and strong bases. |
| Health Hazard | Symptoms of exposure to this chemical include irritation of the skin,
eyes, mucous membranes and upper respiratory tract. Structurally similar
chemicals may cause methemoglobinemia.
ACUTE/CHRONIC HAZARDS: This
chemical may be harmful by inhalation or ingestion. When heated to
decomposition it emits toxic fumes of carbon monoxide, carbon dioxide and nitrogen oxides |
| Fire Hazard | Flash point data for 2-Nitrodiphenylamine are not available; however, 2-Nitrodiphenylamine is probably combustible. |
| Synthesis | The synthesis of 2-Nitrodiphenylamine is as follows:The mixture of phenylboronic acid (1 mmol), aromatic amine (1.2 mmol) and 0.12 g (2 mmol) of KF in DMSO (4 mL) were added to Cu-IS-AMBA-MNPs (0.06 g, 0.025 mmol) at 130 °C under nitrogen atmosphere for 2 h with vigorous stirring. Then, after completion of the reaction, the catalyst was separated by an external magnet and washed with dry CH2Cl2 three times and checked for its reusability. The solvent of the reaction mixture was evaporated by a rotary evaporator and then ethyl acetate and water were added to the residue. The organic layer was dried over anhydrous MgSO4. The solvent was evaporated under reduced pressure and the crude product was purified by column chromatography using ethyl acetate/n-hexane.
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