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EINECS 201-925-4
CAS No. 89-63-4 Density 1.494 g/cm3
Solubility insoluble in water Melting Point 115-119 °C
Formula C6H5ClN2O2 Boiling Point 308.8 °C at 760 mmHg
Molecular Weight 172.57 Flash Point 140.5 °C
Transport Information UN 2237 6.1/PG 3 Appearance bright orange powder
Safety 28-36/37-45-61-28A Risk Codes 26/27/28-33-51/53
Molecular Structure Molecular Structure of 89-63-4 (Benzenamine,4-chloro-2-nitro-) Hazard Symbols VeryT+, DangerousN, ToxicT

Aniline,4-chloro-2-nitro- (8CI);(4-Chloro-2-nitrophenyl)amine;1-Amino-2-nitro-4-chlorobenzene;2-Nitro-4-chloroaniline;4-Chloro-2-nitrobenzenamine;Daito Red Base 3GL;Devol Red F;Diazo Fast Red 3GL;Fast Red 3GL Base;Fast Red3GL Special Base;Hiltonil Fast Red 3GL Base;Mitsui Red 3GL Base;NSC 3546;NaphtoelanFast Red 3GL Base;PCON;PCONA;Red Base Ciba VI;Red Base Irga VI;Shinnippon Fast Red 3GL Base;p-Chloro-o-nitroaniline;


4-Chloro-2-nitroaniline Consensus Reports

Reported in EPA TSCA Inventory.

4-Chloro-2-nitroaniline Specification

The IUPAC name of Kayaku Fast Red 3GL Base is 4-chloro-2-nitroaniline. With the CAS registry number 89-63-4, it is also named as Azofix Red 3GL Salt. The product's categories are Intermediates of Dyes and Pigments; Anilines, Aromatic Amines and Nitro Compounds; Organics. It is bright orange powder which is insoluble in water, soluble in alcohol, ether and acetic acid, and slightly soluble in crude gasoline. It is also stable, combustible and incompatible with strong oxidizing agents. When heated to decomposition it emits toxic vapors of NOx and Cl. What's more, this chemical can form explosive products on reaction with nitric acid. So the storage environment should be well-ventilated, low-temperature and dry. Keep Kayaku Fast Red 3GL Base separate from raw materials of food.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.74; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.74; (4)ACD/LogD (pH 7.4): 2.74; (5)ACD/BCF (pH 5.5): 71.65; (6)ACD/BCF (pH 7.4): 71.65; (7)ACD/KOC (pH 5.5): 740.59; (8)ACD/KOC (pH 7.4): 740.59; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.646; (13)Molar Refractivity: 41.92 cm3; (14)Molar Volume: 115.5 cm3; (15)Polarizability: 16.62×10-24 cm3; (16)Surface Tension: 62.2 dyne/cm; (17)Enthalpy of Vaporization: 54.95 kJ/mol; (18)Vapour Pressure: 0.000667 mmHg at 25°C; (19)Exact Mass: 172.003955; (20)MonoIsotopic Mass: 172.003955; (21)Topological Polar Surface Area: 71.8; (22)Heavy Atom Count: 11; (23)Complexity: 159.

Preparation of Kayaku Fast Red 3GL Base:  It can be obtained by forcing ammonolysis of 2,5-Dichloronitrobenzene.


Uses of Kayaku Fast Red 3GL Base: It is used in the production of yellow pigment 10G, disperse yellow 211, UV absorber UV-326 and so on. It is not only used in dyeing cotton and printing cotton, but also used for dyeing of viscose fiber, silk and polyester. What's more, it can react with sulfuric acid dimethyl ester to get 4-chloro-N-methyl-2-nitro-aniline. This reaction which is a kind of methylation needs reagents NaOH, Bu4NHSO4 and solvent toluene, H2O at temperature of 20 °C. The yield is 100%.

When you are using this chemical, please be cautious about it as the following:
It is very toxic by inhalation, in contact with skin and if swallowed. And it has danger of cumulative effects. Wha's more, this chemical is also toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. After contact with skin, wash immediately with plenty of soap-suds. If you want to contact this product, you must wear suitable protective clothing and gloves. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) Avoid release to the environment. Refer to special instructions / safety data sheets.

People can use the following data to convert to the molecule structure.
1. SMILES:Clc1cc([N+]([O-])=O)c(N)cc1
2. InChI:InChI=1/C6H5ClN2O2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H,8H2 

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 3gm/kg (3000mg/kg) BEHAVIORAL: GENERAL ANESTHETIC National Technical Information Service. Vol. OTS0536149,
mouse LD50 intraperitoneal 200mg/kg (200mg/kg)   Office of Toxic Substances Report. Vol. OTS,
mouse LD50 intravenous 63mg/kg (63mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 139, 1954.
mouse LD50 oral 800mg/kg (800mg/kg)   Office of Toxic Substances Report. Vol. OTS,
rat LD50 intraperitoneal 200mg/kg (200mg/kg)   Office of Toxic Substances Report. Vol. OTS,
rat LD50 oral 400mg/kg (400mg/kg)   Office of Toxic Substances Report. Vol. OTS,

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