4-Nitro-o-phenylenediamine CAS 99-56-9
Introduction：Basic information about 4-Nitro-o-phenylenediamine CAS 99-56-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
4-Nitro-o-phenylenediamine Basic information
| Product Name: | 4-Nitro-o-phenylenediamine |
| Synonyms: | 4-no;4-nop;4-nopd;4-n-o-pda;nci-c03941;p-nitro-o-phenylenediamine;o-Phenylenediamine, 4-nitro-;WLN: ZR BZ DNW |
| CAS: | 99-56-9 |
| MF: | C6H7N3O2 |
| MW: | 153.14 |
| EINECS: | 202-766-3 |
| Product Categories: | Others chemical reagents;Anilines, Aromatic Amines and Nitro Compounds |
| Mol File: | 99-56-9.mol |
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. |
| Cosmetics Ingredients Functions | HAIR DYEING |
| Cosmetic Ingredient Review (CIR) | 4-Nitro-o-phenylenediamine (99-56-9) |
| InChI | 1S/C6H7N3O2/c7-5-2-1-4(9(10)11)3-6(5)8/h1-3H,7-8H2 |
| InChIKey | RAUWPNXIALNKQM-UHFFFAOYSA-N |
| SMILES | Nc1ccc(cc1N)[N+]([O-])=O |
| 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) |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 22-43-68-40-36/37/38-20/21/22 |
| Safety Statements | 36/37-45-36-26-22 |
| RIDADR | 2811 |
| WGK Germany | 3 |
| RTECS | ST2975000 |
| TSCA | TSCA listed |
| HazardClass | 6.1 |
| PackingGroup | II |
| HS Code | 29215119 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral Skin Sens. 1 |
| Hazardous Substances Data | 99-56-9(Hazardous Substances Data) |
| Toxicity | LD50 oral in rat: 681mg/kg |
| Chemical Properties | This substance is an orange-red powder that can be dissolved in ethanol, acetone, and hydrochloric acid solution, but is not soluble in water. |
| 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 . |
| Application | 4-Nitro-1,2-phenylenediamine is a hair dye constituent with potential mutagenic activity. It is used in oxidation hair dye formulations at a maximum concentration of 1.0 %, which after mixing typically in a 1:1 ratio with hydrogen peroxide just prior to use, corresponds to a concentration of 0.5% upon application. |
| Preparation | Prepared by reduction of 2,4-dinitroaniline using H2S in ammonia water. |
| Definition | ChEBI: 4-nitro-1,2-phenylenediamine is the primary amino compound that is 1,2-phenylenediamine (o-phenylenediamine) substituted at the 4- (para-) position by a nitro group. It is a primary amino compound and a C-nitro compound. It is functionally related to a 1,2-phenylenediamine. |
| Production Methods | Commercial production of 4-nitro-o-PDA was first reportedin the United States in 1946. Two U.S. companies werereported to produce undisclosed amounts of the chemical in1975. U.S. imports of 4-nitro-o-PDA were reported to beabout 1900 kg in 1973 and 1100 kg in 1975. 4-Nitro-o-PDAisused in fur dyes, inks, and semipermanent yellow haircoloring formulations requiring a yellow color componentthat does not involve the use of hydrogen peroxide in thecolor development. Occupational exposure to 4-nitro-o-PDA may occurthrough inhalation and dermal contact with this compoundat workplaces where p-PDA is produced or used. The generalpopulation may be exposed to the compound via dermalcontact, primarily through the use of hair dyes containingthis compound. |
| General Description | 4-nitro-o-phenylenediamine appears as 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.] |
| References | [1] New Journal of Chemistry, 2015, vol. 39, # 11, p. 8498 - 8504 [2] Journal of Organic Chemistry, 1980, vol. 45, # 24, p. 4992 - 4993 [3] Patent: WO2014/149164, 2014, A1. Location in patent: Paragraph 001201 [4] Chemische Berichte, 1899, vol. 32, p. 900 [5] Chemische Berichte, 1888, vol. 21, p. 2306 |
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-->Ethanol-->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 |
