4-[2-(4-nitrophenyl)diazen-1-yl]aniline

• ChemBase ID: 145709
• Molecular Formular: C12H10N4O2
• Molecular Mass: 242.2334
• Monoisotopic Mass: 242.08037558
• SMILES: c1cc(ccc1N)/N=N/c1ccc(cc1)[N+](=O)[O-]
• Canonical SMILES: Nc1ccc(cc1)/N=N/c1ccc(cc1)[N+](=O)[O-]
• InChI: InChI=1S/C12H10N4O2/c13-9-1-3-10(4-2-9)14-15-11-5-7-12(8-6-11)16(17)18/h1-8H,13H2
• InChIKey: UNBOSJFEZZJZLR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2-(4-nitrophenyl)diazen-1-yl]aniline
• IUPAC Traditional name: 4-[2-(4-nitrophenyl)diazen-1-yl]aniline
• Synonyms: 4-(4-Nitrophenylazo)aniline; Disperse Orange 3; 4-(4-硝基苯基偶氮基)苯胺; 分散橙 3

Database IDs

• CAS Number: 730-40-5
• EC Number: 211-984-8
• MDL Number: MFCD00007856
• Beilstein Number: 1842907
• PubChem SID: 24862455; 162239912
• PubChem CID: 12896
• Color Index Number: 11005

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.489135
• LogD (pH = 7.4): 3.4901843
• Log P: 3.4901977
• Molar Refractivity: 72.4021 cm^3
• Polarizability: 24.57596 Å^3
• Polar Surface Area: 96.56 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~200 °C (dec.)(lit.)
• Absorption Wavelength: λmax 443 nm

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38-43
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H317-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥96.0% (HPLC)
• Grade: analytical standard, for food analysis; for microscopy
• Compostion: Dye content, 90%
• Linear Formula: O2NC6H4N=NC6H4NH2

DETAILS

Sigma Aldrich - 364797

Application
NLO material
Features and Benefits
Used to provide experimental verification of a two-level model for the enhancement of the nonresonant, nonlinear refractive index, with a decrease in absorption by reduction of a donor group strength.1
Packaging
5, 25 g in poly bottle

Sigma Aldrich - 53882

Features and Benefits
Used to provide experimental verification of a two-level model for the enhancement of the nonresonant, nonlinear refractive index, with a decrease in absorption by reduction of a donor group strength.1

Sigma Aldrich - 17983

Features and Benefits
Used to provide experimental verification of a two-level model for the enhancement of the nonresonant, nonlinear refractive index, with a decrease in absorption by reduction of a donor group strength.1
Other Notes
Dye standard for the assay of allergy-inducing dyes in textiles 2,3