1-(4-oxido-3,5-diphenylphenyl)-2,4,6-triphenyl-1λ5-pyridin-1-ylium

• ChemBase ID: 156212
• Molecular Formular: C41H29NO
• Molecular Mass: 551.67506
• Monoisotopic Mass: 551.22491455
• SMILES: c1ccc(cc1)c1cc([n+](c(c1)c1ccccc1)c1cc(c(c(c1)c1ccccc1)[O-])c1ccccc1)c1ccccc1
• Canonical SMILES: [O-]c1c(cc(cc1c1ccccc1)[n+]1c(cc(cc1c1ccccc1)c1ccccc1)c1ccccc1)c1ccccc1
• InChI: InChI=1S/C41H29NO/c43-41-37(31-18-8-2-9-19-31)28-36(29-38(41)32-20-10-3-11-21-32)42-39(33-22-12-4-13-23-33)26-35(30-16-6-1-7-17-30)27-40(42)34-24-14-5-15-25-34/h1-29H
• InChIKey: UWOVWIIOKHRNKU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-oxido-3,5-diphenylphenyl)-2,4,6-triphenyl-1λ^5-pyridin-1-ylium
• IUPAC Traditional name: 1-(4-oxido-3,5-diphenylphenyl)-2,4,6-triphenyl-1λ^5-pyridin-1-ylium
• Synonyms: Reichardt’s dye; 2,6-Diphenyl-4-(2,4,6-triphenyl-1-pyridinio)phenolate; 2,6-Diphenyl-4-(2,4,6-triphenyl-1-pyridinio)phenolate; 2,6-Diphenyl-4-(2,4,6-triphenylpyridinio)phenolate; Reichardt’s dye

Database IDs

• CAS Number: 10081-39-7
• MDL Number: MFCD00013355
• Beilstein Number: 1444580
• PubChem SID: 162250350; 24856472; 24867147
• PubChem CID: 2754438

CALCULATED PROPERTIES

• Acid pKa: 7.424641
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 8.107643
• LogD (pH = 7.4): 9.555914
• Log P: 7.6244674
• Molar Refractivity: 198.1206 cm^3
• Polarizability: 75.92672 Å^3
• Polar Surface Area: 26.94 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 271-275 °C(lit.)
• Absorption Wavelength: λmax 306 nm; λmax 551 nm (2nd)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥90% (NT)
• Grade: technical
• Compostion: Dye content, 90%
• Impurities: ≤6% water
• Empirical Formula (Hill Notation): C41H29NO

DETAILS

Sigma Aldrich - 43358

Other Notes
Indicator used for the determination of solvent polarity by solvatochromism [ET(30) scale by Dimroth and Reichardt]1,2,3

Sigma Aldrich - 272442

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Solvatochromic betaine dye for determination of solvent polarity.1,2