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2-Nitrodiphenylamine

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2-Nitrodiphenylamine Basic information

Product Name:
2-Nitrodiphenylamine
Synonyms:
  • 2-nitro-n-phenyl-benzenamin
  • N-Phenyl-2-nitroaniline
  • NSC 105613
  • NSC 4754
  • NSC 629274
  • LABOTEST-BB LT00053209
  • c.i. 10335
  • O-NITRO DIPHENYLAMINE
CAS:
119-75-5
MF:
C12H10N2O2
MW:
214.22
EINECS:
204-348-6
Product Categories:
  • Amine series
  • Aromatics
  • Amines
  • Building Blocks
  • C12
  • Chemical Synthesis
  • Anilines, Aromatic Amines and Nitro Compounds
  • API intermediates
  • Aromatics Compounds
  • Nitrogen Compounds
  • Organic Building Blocks
  • amine| nitro-compound
  • 119-75-5
Mol File:
119-75-5.mol
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2-Nitrodiphenylamine Chemical Properties

Melting point:
74-76 °C(lit.)
Boiling point:
346 °C
Density 
1.36
vapor density 
10.7 (vs air)
refractive index 
1.6660 (estimate)
Flash point:
346°C
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
Chloroform (Slightly), , DMSO (Slightly), Methanol (Slightly, Sonicated)
form 
Solid
pka
-3.39±0.20(Predicted)
color 
Red
Water Solubility 
negligible
BRN 
2213591
InChIKey
RUKISNQKOIKZGT-UHFFFAOYSA-N
CAS DataBase Reference
119-75-5(CAS DataBase Reference)
NIST Chemistry Reference
Benzenamine, 2-nitro-N-phenyl-(119-75-5)
EPA Substance Registry System
2-Nitrodiphenylamine (119-75-5)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29214400

MSDS

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2-Nitrodiphenylamine Usage And Synthesis

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.

2-Nitrodiphenylamine Preparation Products And Raw materials

Raw materials

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