2-Nitroaniline Chemical Properties
- Melting point:
- 70-73 °C(lit.)
- Boiling point:
- 284 °C(lit.)
- 1,255 g/cm3
- vapor pressure
- 8.1 at 25 °C (Mabey et al., 1982)
- refractive index
- 1.6349 (estimate)
- Flash point:
- 168 °C
- storage temp.
- methanol: 0.1 g/mL, clear
- -0.26(at 25℃)
- Crystals or Flakes
- Colour Index
- Orange to brown
- 6.1 (10g/l, H2O, 20℃)(slurry)
- Water Solubility
- 1.1 g/L (20 ºC)
- Henry's Law Constant
- 5.88 x 10-8 atm?m3/mol at 25 °C (thermodynamic method-GC/UV spectrophotometry, Altschuh et al., 1999)
- Stable. Incompatible with acids, acid chlorides, acid anhydrides, strong oxidizing agents, chloroformates, hexanitroethane.
- CAS DataBase Reference
- 88-74-4(CAS DataBase Reference)
- NIST Chemistry Reference
- EPA Substance Registry System
- o-Nitroaniline (88-74-4)
- Hazard Codes
- Risk Statements
- Safety Statements
- UN 1661 6.1/PG 2
- WGK Germany
- Autoignition Temperature
- 521 °C
- HS Code
- Hazardous Substances Data
- 88-74-4(Hazardous Substances Data)
- LD50 orally in Rabbit: 1600 mg/kg LD50 dermal Rabbit > 7940 mg/kg
2-Nitroaniline Usage And Synthesis
Orange solid with a musty odor. Sinks and mixes slowly with water.
Air & Water Reactions
Insoluble in water.
2-Nitroaniline may be sensitive to prolonged exposure to light. Mixtures of 2-Nitroaniline with magnesium are hypergolic on contact with nitric acid. 2-Nitroaniline forms extremely explosive addition compounds with hexanitroethane. 2-Nitroaniline has a vigorous reaction with sulfuric acid above 392° F. 2-Nitroaniline is incompatible with acids, acid chlorides, acid anhydrides, chloroformates and strong oxidizers.
Explosion risk. Toxic when absorbed by skin.
Inhalation or ingestion causes headache, nausea, methemo- globinemia, vomiting, weakness, and stupor; cyanosis caused by contact usually develops in 4-6 hrs.; prolonged and excessive exposure may also cause liver damage. Contact with eyes or skin causes irritation; continued exposure may cause same symptoms as inhalation or ingestion.
Special Hazards of Combustion Products: Toxic oxides of nitrogen may form in fire.
A poison. Moderately toxic by ingestion. Mildly toxic by skin contact. Mutation data reported. Mixtures with magnesium are hypergolic on contact with nitric acid. Forms extremely explosive addltion compounds with hexanitroethane. Vigorous reaction with sulfuric acid above 200°C. When heated to decomposition it emits toxic fumes of NOx. See also m- NITROANILINE, p-NITROANILINE, and ANILINE DYES.
Biological. Under aerobic and anaerobic conditions using a sewage inoculum, 2-nitroaniline
degraded to 2-methylbenzimidazole and 2-nitroacetanilide (Hallas and Alexander, 1983). A
Pseudomonas sp. strain P6, isolated from a Matapeake silt loam, did not grow on 2-nitroaniline as
the sole source of carbon. However, in the presence of 4-nitroaniline, approximately 50% of the
applied 2-nitroaniline metabolized to nonvolatile products which could not be identified by HPLC
(Zeyer and Kearney, 1983). In activated sludge inoculum, following a 20-d adaptation period, no
degradation was observed (Pitter, 1976).
Plant. 2-Nitroaniline was degraded by tomato cell suspension cultures (Lycopericon lycopersicum). Transformation products identified were 2-nitroanilino-β-D-glucopyranoside, β-(2- amino-3-nitrophenyl)glucopyranoside, and β-(4-amino-3-nitrophenyl)-glucopyranoside (Pogány et al., 1990).
Crystallise the aniline from hot water (charcoal), then from aqueous 50% EtOH, or EtOH, and dry it in a vacuum desiccator. It has also been chromatographed on alumina, then recrystallised from *benzene. [Beilstein 12 IV 1563.]
2-Nitroaniline Preparation Products And Raw materials
- p-Nitrobenzoic acid
- Sodium 3-nitrobenzenesulphonate