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CAS No.: | 99-56-9 |
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Name: | 4-Nitro-o-phenylenediamine |
Article Data: | 40 |
Molecular Structure: | |
Formula: | C6H7N3O2 |
Molecular Weight: | 153.14 |
Synonyms: | o-Phenylenediamine,4-nitro- (6CI,7CI,8CI);(2-Amino-4-nitrophenyl)amine;1,2-Diamino-4-nitrobenzene;2-Amino-4-nitroaniline;2-Amino-5-nitroaniline;3,4-Diaminonitrobenzene;4-Nitro-1,2-benzenediamine;4-Nitro-1,2-phenylenediamine;4-Nitro-2-aminoaniline;C.I. 76020;NSC 5378;p-Nitro-o-phenylenediamine;1,2-Benzenediamine,4-nitro-; |
EINECS: | 202-766-3 |
Density: | 1.446 g/cm3 |
Melting Point: | 199-201 °C(lit.) |
Boiling Point: | 421.1 °C at 760 mmHg |
Flash Point: | 208.5 °C |
Solubility: | water: 1.2 g/L (20 °C) |
Appearance: | Orange-red powder |
Hazard Symbols: | Xn |
Risk Codes: | 22-43-68-40-36/37/38-20/21/22 |
Safety: | 36/37-45-36-26-22 |
PSA: | 97.86000 |
LogP: | 2.44480 |
Conditions | Yield |
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With sodium tetrahydroborate In methanol; water at 20℃; for 0.116667h; Sealed tube; Green chemistry; regioselective reaction; | 99% |
With hydrazine hydrate; palladium on activated charcoal In ethanol at 20℃; for 1h; | 72% |
With hydrazine hydrate; palladium on activated charcoal In ethanol at 20℃; for 1h; | 72% |
Conditions | Yield |
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With nickel; hydrazine hydrate In ethanol; 1,2-dichloro-ethane at 50 - 60℃; for 6h; | A 3% B 95% |
With ethanol; sodium hydrogensulfite | |
With ammonium sulfide |
5-nitrobenzofuroxan
4-Nitrophenylene-1,2-diamine
Conditions | Yield |
---|---|
With Saccharomyces cerevisiae BY In methanol at 20℃; for 6h; pH=7.0; aq. buffer; Enzymatic reaction; | 80% |
N-(2,4-dinitrophenyl)hydroxylamine
4-Nitrophenylene-1,2-diamine
Conditions | Yield |
---|---|
With ammonium sulfide | |
Multi-step reaction with 2 steps 1: NaOH-solution 2: ammonium sulfide View Scheme |
N-(2,4-dinitrophenyl)-O-methylhydroxylamine
4-Nitrophenylene-1,2-diamine
Conditions | Yield |
---|---|
With ammonium sulfide |
N-(2,4-dinitrophenyl)hydroxylamine
4-Nitrophenylene-1,2-diamine
N-(2,4-dinitrophenyl)-O-methylhydroxylamine
4-Nitrophenylene-1,2-diamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: HNO3+H2SO4 / man kocht das erhaltene N-<2.4-Dinitro-phenyl>-citraconimid mit verd.Sodaloesung 2: alcoholic ammonium sulfide View Scheme |
Conditions | Yield |
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Multi-step reaction with 2 steps 1: sodium ethylate; hydroxylamine hydrochloride 2: ammonium sulfide View Scheme | |
Multi-step reaction with 3 steps 1: sodium ethylate; hydroxylamine hydrochloride 2: NaOH-solution 3: ammonium sulfide View Scheme |
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IARC Cancer Review: Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 (1987),p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 16 (1978),p. 63.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NCI Carcinogenesis Bioassay (feed); No Evidence: mouse, rat NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-180 ,1979. . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.
1. Introduction of 4-Nitro-o-phenylenediamine
4-Nitro-o-phenylenediamine is reagent for a-keto acids, it is a red powder. In cosmetics and personal care products, 4-Nitro-o-phenylenediamine is used in the formulation of semi-permanent and permanent hair dyes, colors and tints. The IUPAC Name is 4-nitrobenzene-1,2-diamine.
2. Properties of 4-Nitro-o-phenylenediamine
Index of Refraction: 1.708
Molar Refractivity: 41.27 cm3
Molar Volume: 105.8 cm3
Polarizability: 16.36×10-24cm3
Surface Tension: 77.9 dyne/cm
Density: 1.446 g/cm3
Flash Point: 208.5 °C
Enthalpy of Vaporization: 67.51 kJ/mol
Melting Point: 199-201 °C(lit.)
Boiling Point: 421.1 °C at 760 mmHg
Vapour Pressure: 2.68E-07 mmHg at 25°C
Water Solubility: 1.2 g/L (20 ºC)
Stability: Stable. Incompatible with strong acids, strong reducing agents, strong oxidizing agents, acid chlorides, acid anhydrides.
Physical Appearance: Orange-red powder
Product Categories: Anilines, Aromatic Amines and Nitro Compounds
3. Toxicity of 4-Nitro-o-phenylenediamine
1. | mmo-sat 1 µg/plate | ENMUDM Environmental Mutagenesis. 8 (Suppl 7)(1986),1. | ||
2. | dnr-esc 10 mg/L | CRNGDP Carcinogenesis. 2 (1981),189. | ||
3. | mmo-asn 200 mg/L | MUREAV Mutation Research. 97 (1982),293. | ||
4. | orl-rat LD50:681 mg/kg | NCILB* Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to the National Cancer Institute by Litton Bionetics, Inc. (Bethesda, MD) NIH-NCI-E-C-72-3252 . | ||
5. | orl-mus LD50:681 mg/kg | NCILB* Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to the National Cancer Institute by Litton Bionetics, Inc. (Bethesda, MD) NIH-NCI-E-C-72-3252 . |