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| CAS No.: | 119-34-6 |
|---|---|
| Name: | 4-Amino-2-nitrophenol |
| Article Data: | 37 |
| Molecular Structure: | |
|
|
|
| Formula: | C6H6N2O3 |
| Molecular Weight: | 154.125 |
| Synonyms: | 1-Amino-3-nitro-4-hydroxybenzene;2-Hydroxy-5-aminonitrobenzene;3-Nitro-4-hydroxyaniline;2-Nitro-4-aminophenol;4-Hydroxy-3-nitroaniline;C.I. OxidationBase 25;Fourrine 57;Fourrine Brown PR;NSC 56809;o-Nitro-p-aminophenol;p-Amino-o-nitrophenol; |
| EINECS: | 204-316-1 |
| Density: | 1.511 g/cm3 |
| Melting Point: | 125-127 °C(lit.) |
| Boiling Point: | 334.486 °C at 760 mmHg |
| Flash Point: | 156.092 °C |
| Solubility: | <0.01 g/100 mL at 21 °C in water |
| Appearance: | Dark brown fine crystalline powder |
| Hazard Symbols: |
 Xn,  T
|
| Risk Codes: | 22-36/37/38-45 |
| Safety: | 22-24/25-37/39-26-53-45 |
| Transport Information: | UN 2811 6.1/PG 3 |
| PSA: | 92.07000 |
| LogP: | 1.98700 |
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| Conditions | Yield |
|---|---|
| With sodium hydroxide In methanol at 70℃; for 4.8h; | 100% |
| Conditions | Yield |
|---|---|
| With magnesium(II) nitrate hexahydrate; AMA at 20℃; for 6h; Neat (no solvent); regioselective reaction; | 98% |
| With Vilsmeier reagent; potassium nitrate In neat (no solvent) at 100℃; under 1500.15 Torr; Reagent/catalyst; Temperature; Microwave irradiation; | 92% |
| With potassium hydrogensulfate; potassium metaperiodate; sodium nitrite In water; acetonitrile at 30 - 35℃; for 18h; Reagent/catalyst; Solvent; | 79% |
| With nitric acid; vanadia; silica gel at 150℃; for 0.05h; Catalytic behavior; Reagent/catalyst; Microwave irradiation; regioselective reaction; | 68% |
| With copper(II) choride dihydrate; dihydrogen peroxide; sodium nitrite at 20℃; for 0.0166667h; aq. acetate buffer; |
| Conditions | Yield |
|---|---|
| With nickel; hydrazine hydrate In ethanol; 1,2-dichloro-ethane at 50 - 60℃; for 4h; | A 7% B 92% |
| With hydrogen; iron; acetic acid; palladium dichloride In ethanol at 20 - 25℃; under 258.6 - 2327.2 Torr; | A n/a B 79% |
| With sodium hydroxide; sodium disulfide | |
| With sodium sulfide; 5-hydroxynaphtho-1,4-quinone; water In methanol; phosphate buffer for 12h; pH=2.5; Reduction; |
- 2871-01-4
1-[(2-hydroxyethyl)amino]-2-nitro-4-aminobenzene
A
- 119-34-6
4-amino-2-nitrophenol
B
- 5307-14-2
2-nitro-1,4-phenylenediamine
| Conditions | Yield |
|---|---|
| With ammonium hydroxide; sodium sulfite for 72h; Product distribution; Na2SO3 catalysis, influence of time, solvent; | A 15% B 80% |
| Conditions | Yield |
|---|---|
| With water; sodium hydroxide at 100℃; for 4h; | 79% |
| With sodium hydroxide Heating; |
| Conditions | Yield |
|---|---|
| With sodium hydroxide for 2h; Heating; | 55% |
| Conditions | Yield |
|---|---|
| With bromine; silver nitrate; triphenylphosphine In acetonitrile at 20℃; for 0.0833333h; | A 40% B 50% |
| Conditions | Yield |
|---|---|
| With sodium hydroxide for 4h; Heating; | 40% |
| With potassium iodide at 55℃; Alkaline conditions; | 7.32 g |
| Conditions | Yield |
|---|---|
| With sulfuric acid |
- 51288-37-0
N-(4-hydroxy-3-nitrophenyl)acetamide
- 119-34-6
4-amino-2-nitrophenol
| Conditions | Yield |
|---|---|
| With sulfuric acid |
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Chemistry
Molecular Structure of 2-Nitro-4-aminophenol (CAS NO.119-34-6):
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IUPAC Name: 4-amino-2-nitrophenol
Empirical Formula: C6H6N2O3
Molecular Weight: 154.1234
H bond acceptors: 5
H bond donors: 3
Freely Rotating Bonds: 3
Polar Surface Area: 58.29 Å2
Index of Refraction: 1.688
Molar Refractivity: 38.91 cm3
Molar Volume: 101.9 cm3
Surface Tension: 78.5 dyne/cm
Density: 1.511 g/cm3
Flash Point: 156.1 °C
Enthalpy of Vaporization: 60.03 kJ/mol
Boiling Point: 334.5 °C at 760 mmHg
Vapour Pressure: 6.57E-05 mmHg at 25°C
Melting Point: 125-127 °C
Water Solubility: <0.01 g/100 mL at 21 ºC
InChI
InChI=1/C6H6N2O3/c7-4-1-2-6(9)5(3-4)8(10)11/h1-3,9H,7H2
Smiles
c1(c(ccc(c1)N)O)[N+](=O)[O-]
Product Categories: Aromatic Phenols; Intermediates of Dyes and Pigments
Toxicity Data With Reference
| 1. | eye-rbt 100 mg/24H SEV | 28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,107. | ||
| 2. | mma-sat 100 µg/plate | IAPUDO IARC Publications. 27 (1980),283. | ||
| 3. | eye-rbt 100 mg/24H SEV | 28ZPAK Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,107. | ||
| 4. | mmo-sat 100 µg/plate | ENMUDM Environmental Mutagenesis. 8 (Suppl 5)(1985),1. | ||
| 5. | otr-rat:emb 11 µg/plate | JJATDK JAT, Journal of Applied Toxicology. 1 (1981),190. | ||
| 6. | orl-rat LD50:1470 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 ,1973. | ||
| 7. | ipr-rat LD50:302 mg/kg | JTEHD6 Journal of Toxicology and Environmental Health. 2 (1977),657. | ||
| 8. | orl-mus LD50:1470 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 ,1973. |
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. 43.(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 NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-94 ,1978. ; Clear Evidence: rat NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-94 ,1978. . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.
Safety Profile
Suspected carcinogen with experimental carcinogenic data. Very poisonous by intraperitoneal route. Moderately toxic by ingestion. A severe eye irritant. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Safety information of 2-Nitro-4-aminophenol (CAS NO.119-34-6):
Hazard Codes: .gif){kind=small}
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T
Risk Statements:
22: Harmful if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
45: May cause cancer
Safety Statements:
22: Do not breathe dust
24/25: Avoid contact with skin and eyes
37/39: Wear suitable gloves and eye/face protection
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
53: Avoid exposure - obtain special instruction before use
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: SJ6303000
Standards and Recommendations
DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans
Specification
2-Nitro-4-aminophenol , with CAS number of 119-34-6, can be called 4-Amino-2-nitrophenol 99% ; 2-nitro-4-aminophenol ; 3-nitro-4-hydroxyaniline ; 4-amino-2-nitrofenol ; ci76555 ; cioxidationbase25 ; fourrine57 . It is a dark red plate, needles or reddish-purple powder, be sensitive to oxidation upon prolonged exposure to air, it is insoluble in water. 2-Nitro-4-aminophenol (CAS NO.119-34-6) may react with strong oxidizing agents, strong bases, acid chlorides and acid anhydrides .