4-{2-[4-(2-phenyldiazen-1-yl)naphthalen-1-yl]diazen-1-yl}phenol

• ChemBase ID: 145448
• Molecular Formular: C22H16N4O
• Molecular Mass: 352.38864
• Monoisotopic Mass: 352.13241115
• SMILES: c1ccc(cc1)/N=N/c1ccc(c2c1cccc2)/N=N/c1ccc(cc1)O
• Canonical SMILES: Oc1ccc(cc1)/N=N/c1ccc(c2c1cccc2)/N=N/c1ccccc1
• InChI: InChI=1S/C22H16N4O/c27-18-12-10-17(11-13-18)24-26-22-15-14-21(19-8-4-5-9-20(19)22)25-23-16-6-2-1-3-7-16/h1-15,27H
• InChIKey: FWTBRYBHCBCJEQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2-[4-(2-phenyldiazen-1-yl)naphthalen-1-yl]diazen-1-yl}phenol
• IUPAC Traditional name: 4-{2-[4-(2-phenyldiazen-1-yl)naphthalen-1-yl]diazen-1-yl}phenol
• Synonyms: 4-[4-(Phenylazo)-1-naphthylazo]phenol; Disperse Orange 13

Database IDs

• CAS Number: 6253-10-7
• EC Number: 228-381-0
• MDL Number: MFCD00003909
• PubChem SID: 24862456; 24852727; 162239654
• PubChem CID: 5360146
• Color Index Number: 26080

CALCULATED PROPERTIES

• Acid pKa: 7.908838
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 7.4692583
• LogD (pH = 7.4): 7.354578
• Log P: 7.4709444
• Molar Refractivity: 113.1271 cm^3
• Polarizability: 40.96501 Å^3
• Polar Surface Area: 69.67 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 149-153 °C(lit.)
• Absorption Wavelength: λmax 427 nm

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Compostion: Dye content, 15%; Dye content, 90%
• Linear Formula: C6H5N=NC10H6N=NC6H4OH

DETAILS

Sigma Aldrich - 212296

Packaging
500 g in glass bottle

Sigma Aldrich - 364800

Features and Benefits
Nonlinear optics
Packaging
1, 5 g in glass bottle