Benzenamine, 3-nitro-

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

DOT Classification:  3; Label: Flammable Liquid

The 3-Nitroaniline, with the CAS registry number 99-09-2 and EINECS registry number 202-729-1, is also called m-nitroaniline. It is a kind of ochre-yellow to orange crystalline powder, and insoluble in water. It is stable in neutral, acidic or alkaline solutions. The molecular formula of the chemical is C₆H₆N₂O₂.

The physical properties of 3-Nitroaniline are as following: (1)ACD/LogP: 1.37; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.37; (4)ACD/LogD (pH 7.4): 1.37; (5)ACD/BCF (pH 5.5): 6.47; (6)ACD/BCF (pH 7.4): 6.47; (7)ACD/KOC (pH 5.5): 132.4; (8)ACD/KOC (pH 7.4): 132.52; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 49.06 Å²; (13)Index of Refraction: 1.634; (14)Molar Refractivity: 37.03 cm³; (15)Molar Volume: 103.5 cm³; (16)Polarizability: 14.68×10^-24cm³; (17)Surface Tension: 60.3 dyne/cm; (18)Density: 1.333 g/cm³; (19)Flash Point: 139.5 °C; (20)Enthalpy of Vaporization: 54.76 kJ/mol; (21)Boiling Point: 307 °C at 760 mmHg; (22)Vapour Pressure: 0.000745 mmHg at 25°C.

Preparation of 3-Nitroaniline: Nitrify the nitrobenzene with mixed acid, and gives m-dinitrobenzene. Then add sulfurous acid, the resulting is 3-Nitroaniline.
C₆H₅NO₂+HNO₃→C₆H₄N₂O₄+H₂O
C₆H₄N₂O₄+Na₂S₂+H₂O→C₆H₆N₂O₂+Na₂S₂O₃

Uses of 3-Nitroaniline: It is used as a raw material for dyes. It is also used as a chemical intermediate for azo coupling component 17 and the dyes disperse yellow 5 and acid blue 29.

You should be cautious while dealing with this chemical. It is toxic by inhalation, in contact with skin and if swallowed, and has danger of cumulative effects. It is also harmful to aquatic organisms, and may cause long-term adverse effects in the aquatic environment. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of accident or if you feel unwell, seek medical advice immediately (show label where possible); Avoid release to the environment. Refer to special instructions safety data sheet; After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer).

You can still convert the following datas into molecular structure:
(1)SMILES: O=[N+]([O-])c1cccc(N)c1
(2)InChI: InChI=1/C6H6N2O2/c7-5-2-1-3-6(4-5)8(9)10/h1-4H,7H2
(3)InChIKey: XJCVRTZCHMZPBD-UHFFFAOYAY

The toxicity data is as follows: