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| | 4-Nitro-o-phenylenediamine Basic information |
| | 4-Nitro-o-phenylenediamine Chemical Properties |
| Melting point | 199-201 °C (lit.) | | Boiling point | 276.04°C (rough estimate) | | density | 1.3682 (rough estimate) | | refractive index | 1.6910 (estimate) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | 1 N HCl: ethanol, 1:1: soluble50mg/mL | | pka | 2.06±0.10(Predicted) | | form | Powder | | color | Brown-red | | Water Solubility | 1.2 g/L (20 ºC) | | Merck | 14,6622 | | BRN | 608106 | | Stability: | Stable. Incompatible with strong acids, strong reducing agents, strong oxidizing agents, acid chlorides, acid anhydrides. | | InChIKey | RAUWPNXIALNKQM-UHFFFAOYSA-N | | CAS DataBase Reference | 99-56-9(CAS DataBase Reference) | | IARC | 3 (Vol. 16, Sup 7) 1987 | | EPA Substance Registry System | Nitro-o-phenylenediamine (99-56-9) |
| | 4-Nitro-o-phenylenediamine Usage And Synthesis |
| Chemical Properties | Orange-red powder | | Uses | 4-Nitro-1,2-phenylenediamine is a hair dye constituent with potential mutagenic activity. | | Uses | 4-Nitro-o-phenylenediamine is used to study the in vitro activation of 4-nitro-o-phenylenediamine into a potent mutagen in Salmonella typhimurium strain TA98 | | Uses | 4-Nitro-o-phenylenediamine was used to study the in vitro activation of 4-nitro-o-phenylenediamine into a potent mutagen in Salmonella typhimurium strain TA98 . | | Definition | ChEBI: The primary amino compound that is 1,2-phenylenediamine (o-phenylenediamine) substituted at the 4- (para-) position by a nitro group. | | Production Methods | Commercial production of 4-nitro-o-PDA was first reported
in the United States in 1946. Two U.S. companies were
reported to produce undisclosed amounts of the chemical in
1975. U.S. imports of 4-nitro-o-PDA were reported to be
about 1900 kg in 1973 and 1100 kg in 1975. 4-Nitro-o-PDAis
used in fur dyes, inks, and semipermanent yellow hair
coloring formulations requiring a yellow color component
that does not involve the use of hydrogen peroxide in the
color development.
Occupational exposure to 4-nitro-o-PDA may occur
through inhalation and dermal contact with this compound
at workplaces where p-PDA is produced or used. The general
population may be exposed to the compound via dermal
contact, primarily through the use of hair dyes containing
this compound. | | General Description | Dark red needles or red solid. | | Air & Water Reactions | Insoluble in water. | | Reactivity Profile | 4-Nitro-o-phenylenediamine is incompatible with strong oxidizing agents, strong acids, strong reducing agents, acid chlorides and acid anhydrides. | | Fire Hazard | Flash point data for 4-Nitro-o-phenylenediamine are not available; however, 4-Nitro-o-phenylenediamine is probably combustible. | | Biochem/physiol Actions | 4-Nitro-o-phenylenediamine is a direct-acting mutagen. | | Safety Profile | 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,.
| | Purification Methods | Crystallise the diamine from water. [Beilstein 13 IV 75.] |
| | 4-Nitro-o-phenylenediamine Preparation Products And Raw materials |
| Raw materials | Activated carbon,decolor-->2,4-Dinitroaniline-->Benzenamine, N-hydroxy-2,4-dinitro--->benzene-1,2,4-triyltriamine-->2,5-Dinitroaniline-->2-Chloro-5-nitro-benzamine-->2,4-DINITROACETANILIDE-->1-Methoxy-2,4-dinitrobenzene-->4'-Nitroacetanilide | | Preparation Products | 5-Amino-2-benzimidazolethiol-->5-BROMO-6-ISOTHIOCYANATE QUINOXALINE-->6-NITRO-1H-BENZOIMIDAZOLE-2-THIOL-->5-Bromoquinoxalin-6-amine-->2-MERCAPTO-5-NITROBENZIMIDAZOLE-->6-Aminoquinoxaline-->Platinum,dichlorobis(dimethylphenylphosphine)-, (SP-4-2)--->1,4-Diamino-2-nitrobenzene-->1H-Benzimidazole,1-methyl-5-nitro-(9CI)-->5-Nitrobenzimidazole-->4-(5-nitro-H-benzimidazol-2-yl)aniline |
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