4-amino-3-nitrophenol

• ChemBase ID: 69729
• Molecular Formular: C6H6N2O3
• Molecular Mass: 154.12344
• Monoisotopic Mass: 154.03784206
• SMILES: Nc1c(cc(cc1)O)[N+](=O)[O-]
• Canonical SMILES: Oc1ccc(c(c1)[N+](=O)[O-])N
• InChI: InChI=1S/C6H6N2O3/c7-5-2-1-4(9)3-6(5)8(10)11/h1-3,9H,7H2
• InChIKey: IQXUIDYRTHQTET-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-3-nitrophenol
• IUPAC Traditional name: 4-amino-3-nitrophenol
• Synonyms: 4-Amino-3-nitrophenol; 4-Hydroxy-2-nitroaniline; 4-Amino-3-nitrophenol; 2-Amino-5-hydroxynitrobenzene; 2-Nitro-4-hydroxyaniline; 3-Nitro-4-aminophenol; 4-Hydroxy-2-nitroaniline; 4-羟基-2-硝基苯胺; 4-氨基-3-硝基苯酚

Database IDs

• CAS Number: 610-81-1
• EC Number: 210-236-8
• MDL Number: MFCD00066310
• Beilstein Number: 2210196
• PubChem SID: 24854986; 162035454; 24846235
• PubChem CID: 3758882

CALCULATED PROPERTIES

• Acid pKa: 8.901364
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.4305426
• LogD (pH = 7.4): 1.4173397
• Log P: 1.4307387
• Molar Refractivity: 39.0598 cm^3
• Polarizability: 14.029581 Å^3
• Polar Surface Area: 89.39 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Dark Brownish Red Solid; deep violet
• Melting Point: 148-153°C; 149-152°C; 150-154 °C; 150-154 °C(lit.); 151 - 153°C; 151-153°C
• Hydrophobicity(logP): 1.347

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 21/22-36; 36/37/38
• Safety Statements: 26-36; 26-36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H319; H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280H-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (NT); 95%; 95+%; 98%
• Grade: purum
• Linear Formula: H2NC6H3(NO2)OH

DETAILS

Sigma Aldrich - 249319

Packaging
25, 100 g in glass bottle

Toronto Research Chemicals - A618485

An aminonitrophenol isomer used in hair dyes, potent human skin sensitizers and other cosmetic products with very low levels of mutagenic activity.

REFERENCES

• Yazar, K., et al.: Contact Dermatitis, 61, 269, (2009)