2',7'-dichloro-3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthene]-3-one

• ChemBase ID: 109177
• Molecular Formular: C20H10Cl2O5
• Molecular Mass: 401.1964
• Monoisotopic Mass: 399.99052878
• SMILES: Oc1cc2c(cc1Cl)C1(OC(=O)c3ccccc13)c1cc(Cl)c(O)cc1O2
• Canonical SMILES: O=C1OC2(c3c1cccc3)c1cc(Cl)c(cc1Oc1c2cc(Cl)c(c1)O)O
• InChI: InChI=1S/C20H10Cl2O5/c21-13-5-11-17(7-15(13)23)26-18-8-16(24)14(22)6-12(18)20(11)10-4-2-1-3-9(10)19(25)27-20/h1-8,23-24H
• InChIKey: VFNKZQNIXUFLBC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2',7'-dichloro-3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthene]-3-one
• IUPAC Traditional name: dichlorofluorescein
• Synonyms: DICHLOROFLUORESCEIN; 2′,7′-Dichlorofluorescein; 2',7'-Dichlorofluorescein; 2′,7′-Dichlorofluorescein solution; 2′,7′-二氯荧光素; 2,7-二氯荧光素; 2′,7′-二氯荧光素 溶液

Database IDs

• CAS Number: 76-54-0
• EC Number: 200-968-6
• MDL Number: MFCD00005047
• Beilstein Number: 58009
• PubChem SID: 24845334; 24865700; 24861978; 24894041; 162096140
• PubChem CID: 64944
• CHEBI ID: 51596
• CHEMBL: 1908059
• Chemspider ID: 58471
• Wikipedia Title: Dichlorofluorescein

CALCULATED PROPERTIES

• Acid pKa: 7.135351
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.078509
• LogD (pH = 7.4): 4.528039
• Log P: 5.0884323
• Molar Refractivity: 100.8297 cm^3
• Polarizability: 38.246376 Å^3
• Polar Surface Area: 75.99 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: alcohol: passes test
• Apperance: crystalline; orange to red-brown, powder
• Melting Point: >300°C dec.; 280 °C (dec.)(lit.)
• Flash Point: 12 °C; 53.6 °F
• Density: 0.79 g/mL at 20 °C
• Absorption Wavelength: 509 nm; λmax 509 nm
• Fluorescence: λex 504 nm; λem 529 nm in 0.1 M Tris pH 8.0

Safety Information

• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 1219
• German water hazard class: 2; 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-36-67; 36; 36/37/38
• Safety Statements: 16-26; 26; 26-36
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H225-H319-H336; H315-H319-H335; H319
• GHS Precautionary statements: P210-P261-P305 + P351 + P338; P261-P305 + P351 + P338; P280-P264-P305+P351+P338-P337+P313
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1219 3/PG 2

Product Information

• Purity: ~90% (TLC); ≥90% (T)
• Grade: ACS reagent; indicator
• Suitability: passes test for adsorption indicator; suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C20H10Cl2O5

DETAILS

MP Biomedicals - 05210122

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 35848

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
Application example:Dip reagent for the fluorimetric determination of vicinal diols, glycosides and phenols.Solution A: Saturated solution of lead tetraacetate (~2%) (Fluka-No. 15370) in glacial acetic acidSolution B: 2′,7′-Dichlorofluorescein in ethanol (0.2-1%)Mix 5 mL solution A with 5 mL solution B and bring to 200 mL with toluene, just prior to using. Solution should be freshly prepared each time. Dipping time: 10 sec.
Other usage examples: determination of carbohydrates by fluorescence densitometry after TLC; determination of H2O2 by chemiluminescence; fluorescent additive used in indirect fluorimetric detection in OTC-HPLC

Sigma Aldrich - D6665

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.

Sigma Aldrich - 02591

Application
ready-to-use spray and dip reagent for chromatography

Sigma Aldrich - 410217

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Packaging
1, 10 g in glass bottle