2,3,4,5-tetrachloro-6-(6-hydroxy-2,4,5,7-tetraiodo-3-oxo-3H-xanthen-9-yl)benzoic acid; bis(triethylamine)

• ChemBase ID: 158540
• Molecular Formular: C32H34Cl4I4N2O5
• Molecular Mass: 1176.05264
• Monoisotopic Mass: 1173.74007492
• SMILES: CCN(CC)CC.CCN(CC)CC.c1c2c(c3cc(c(=O)c(c3oc2c(c(c1I)O)I)I)I)c1c(c(c(c(c1Cl)Cl)Cl)Cl)C(=O)O
• Canonical SMILES: Clc1c(Cl)c(Cl)c(c(c1Cl)C(=O)O)c1c2cc(I)c(=O)c(c2oc2c1cc(I)c(c2I)O)I.CCN(CC)CC.CCN(CC)CC
• InChI: InChI=1S/C20H4Cl4I4O5.2C6H15N/c21-10-8(9(20(31)32)11(22)13(24)12(10)23)7-3-1-5(25)16(29)14(27)18(3)33-19-4(7)2-6(26)17(30)15(19)28;2*1-4-7(5-2)6-3/h1-2,29H,(H,31,32);2*4-6H2,1-3H3
• InChIKey: XIDSNHBKBJPAAO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3,4,5-tetrachloro-6-(6-hydroxy-2,4,5,7-tetraiodo-3-oxo-3H-xanthen-9-yl)benzoic acid; bis(triethylamine)
• IUPAC Traditional name: rose bengal; bis(triethylamine)
• Synonyms: Rose bengal bis(triethylammonium) salt

Database IDs

• CAS Number: 91491-51-9
• MDL Number: MFCD00079550
• PubChem SID: 162252676; 24858417
• PubChem CID: 11607785

CALCULATED PROPERTIES

• Acid pKa: 2.5476706
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 5.0580564
• LogD (pH = 7.4): 3.6916604
• Log P: 8.77988
• Molar Refractivity: 176.0548 cm^3
• Polarizability: 63.83051 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 184 °C (dec.)(lit.)
• Absorption Wavelength: λmax 520 nm (2nd); λmax 559 nm

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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, 90%
• Empirical Formula (Hill Notation): C20H2Cl4I4O5 · 2C6H16N

DETAILS

Sigma Aldrich - 305278

Application
Singlet-oxygen sensitizer for use in nonpolar solvents.1