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| CAS No.: | 99-56-9 |
|---|---|
| Name: | 4-Nitro-o-phenylenediamine |
| 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 |
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| Conditions | Yield |
|---|---|
| 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 |
|---|---|
| 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 |
- 18771-86-3
5-nitrobenzofuroxan
- 99-56-9
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% |
- 51348-06-2
N-(2,4-dinitrophenyl)hydroxylamine
- 99-56-9
4-Nitrophenylene-1,2-diamine
| Conditions | Yield |
|---|---|
| With ammonium sulfide | |
| Multi-step reaction with 2 steps 1: NaOH-solution 2: ammonium sulfide View Scheme |
- 24914-58-7
N-(2,4-dinitrophenyl)-O-methylhydroxylamine
- 99-56-9
4-Nitrophenylene-1,2-diamine
| Conditions | Yield |
|---|---|
| With ammonium sulfide |
- 51348-06-2
N-(2,4-dinitrophenyl)hydroxylamine
- 99-56-9
4-Nitrophenylene-1,2-diamine
- 24914-58-7
N-(2,4-dinitrophenyl)-O-methylhydroxylamine
- 99-56-9
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 |
|---|---|
| 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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Consensus Reports
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.
Specification
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 . |
4. Safety Information of 4-Nitro-o-phenylenediamine
Moderately toxic by ingestion. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. Questionable carcinogen. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes:
Xn Risk Statements: 22-43-68-40-36/37/38-20/21/22
R22:Harmful if swallowed.
R43:May cause sensitization by skin contact.
R68:Possible risk of irreversible effects.
R40:Limited evidence of a carcinogenic effect. R40:Limited evidence of a carcinogenic effect.
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 36/37-45-36-26-22
S36/37:Wear suitable protective clothing and gloves.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36:Wear suitable protective clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S22:Do not breathe dust.
RIDADR: 2811
WGK Germany: 3
RTECS: ST2975000
HazardClass: 6.1
PackingGroup: II
HS Code: 29215119
5. Use of 4-Nitro-o-phenylenediamine
4-Nitro-o-phenylenediamine is used in semi-permanent hair coloring systems that is usually applied in a shampoo base and contain thickeners, alkalizers, and foam stabilizers. It is also used in permanent (oxidative) hair dyeing where color is produced inside the hair fiber. The color that is produced results from careful.