disodium 6,8-dihydroxypyrene-1,3-disulfonate

• ChemBase ID: 155874
• Molecular Formular: C16H8Na2O8S2
• Molecular Mass: 438.33946
• Monoisotopic Mass: 437.94559778
• SMILES: c1cc2c(cc(c3c2c2c1c(cc(c2cc3)O)O)S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+]
• Canonical SMILES: Oc1cc(O)c2c3c1ccc1c3c(cc2)c(cc1S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+]
• InChI: InChI=1S/C16H10O8S2.2Na/c17-11-5-12(18)8-2-4-10-14(26(22,23)24)6-13(25(19,20)21)9-3-1-7(11)15(8)16(9)10;;/h1-6,17-18H,(H,19,20,21)(H,22,23,24);;/q;2*+1/p-2
• InChIKey: JISMNCQKTAIERN-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 6,8-dihydroxypyrene-1,3-disulfonate
• IUPAC Traditional name: disodium 6,8-dihydroxypyrene-1,3-disulfonate
• Synonyms: DHPDS; Disodium 6,8-dihydroxy-1,3-pyrenedisulfonate; 6,8-Dihydroxy-1,3-pyrenedisulfonic acid disodium salt

Database IDs

• CAS Number: 61255-63-8
• MDL Number: MFCD00800283
• Beilstein Number: 8962638
• PubChem SID: 24863224; 162250012
• PubChem CID: 16212389

CALCULATED PROPERTIES

• Acid pKa: -2.4285524
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -2.7144282
• LogD (pH = 7.4): -2.7334392
• Log P: 2.0386102
• Molar Refractivity: 89.686 cm^3
• Polarizability: 39.593384 Å^3
• Polar Surface Area: 154.86 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF: soluble; H2O: soluble; methanol: soluble
• Melting Point: ≥250 °C(lit.)
• pKa: 7.33; 8.53
• Fluorescence: λex 405 nm; λem 456 nm in 0.1 M citrate pH 3.0; λex 458 nm; λem 498 nm in 0.1 M Tris pH 8.0

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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

• Purity: ≥97.0% (HPCE)
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C16H8Na2O8S2

DETAILS

Sigma Aldrich - 37920

Application
suitable as pH-indicator
Other Notes
Highly water soluble pH indicator for the physiological range1