| Name | 4-Amino-3-nitrophenol |
| Synonyms | JAROCOL 4A3NP 4-amino-3-nitro-pheno 4-AMINO-3-NITROPHENOL 3-nitro-4-aminophenol 4-Amino-3-nitrophenol 3-NITRO-4-AMINOPHENOL 4-HYDROXY-2-NITROANILINE 4-Hydroxy-2-nitroaniline 2-amino-5-hydroxynitrobenzene 2-Amino-5-hydroxynitrobenzene |
| CAS | 610-81-1 |
| EINECS | 210-236-8 |
| InChI | InChI=1/C6H6N2O3/c7-5-2-1-4(9)3-6(5)8(10)11/h1-3,9H,7H2 |
| Molecular Formula | C6H6N2O3 |
| Molar Mass | 154.12 |
| Density | 1.3617 (estimate) |
| Melting Point | 150-154°C(lit.) |
| Boling Point | 322.46°C (rough estimate) |
| Flash Point | 180.3°C |
| Water Solubility | soluble |
| Solubility | DMSO (Slightly), Methanol (Slightly) |
| Vapor Presure | 3.87E-06mmHg at 25°C |
| Appearance | Crystallization |
| Color | deep violet |
| BRN | 2210196 |
| pKa | 9.21±0.10(Predicted) |
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
| Stability | Hygroscopic |
| Refractive Index | 1.6890 (rough estima |
| MDL | MFCD00066310 |
| Physical and Chemical Properties | Melting point 150°C water-soluble soluble |
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
| UN IDs | 2811 |
| WGK Germany | 3 |
| HS Code | 29222900 |
| Packing Group | III |
| Use | 3-nitro-4-aminophenol is an intermediate of medicine and organic dyes, widely used in cotton, hemp, dyeing and hair coloring agents for viscose fabrics. can be used as hair dye raw material |
| preparation | 3-nitro-4-aminophenol can be prepared from p-aminophenol by a four-step reaction. synthesis of 1, 3-nitro-4-acetamido phenol ethyl ester in a 250ml three-necked flask with thermometer and stirring device, add 21.0G of p-aminophenol, 128 ml of acetic anhydride and ML of glacial acetic acid were heated to ° C. And refluxed. At this time, the reaction solution was a reddish brown liquid. After 2H, cool the reaction solution to 25 ° C (a large amount of light flesh red solid precipitates in the reaction solution), then slowly add 10.0ml fuming nitric acid Dropwise (10 drops/min), the temperature was maintained at 25-26 °c. Under the condition of strong acid stirring for 1.5h, more yellow crystals were precipitated. Then, the reaction liquid was poured into a large amount of ice water, and a large amount of yellow crystals were immediately precipitated, washed with water for 2-3 times and washed to neutral, suction filtered, and the filter cake was dried. 33.9g of yellow 3-nitro-4-acetamido phenol ethyl ester was obtained in a yield of 73.9%. Melting Point: 146-148 °c. 2, synthesis of 3-nitro-4-aminophenol In a 150mL three-necked flask with a thermometer and stirring device, add 5.4g 3-nitro-4-acetamido phenol ethyl ester, 20ml of anhydrous ethanol and 30.0ml of 3mol/L sodium hydroxide solution were heated to 60 ° C., The reaction was stirred at this temperature for 1H. After completion of the reaction, ethanol was distilled off under reduced pressure, and the reaction solution was cooled to below 10 °c, followed by hydrochloric acid solution [m (36%-38% concentrated hydrochloric acid):m (water) = 1:1] The pH of the reaction solution was adjusted to 3 to 4. Red crystals were precipitated. Suction filtration, the filter cake was dried to obtain 3.3g of brown-red 3-nitro-4-aminophenol. Yield 93.9%, melting point 149~151 ℃ |