Introduction：Basic information about 2',7'-Dichlorofluorescein CAS 76-54-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2',7'-Dichlorofluorescein Basic informationNote
| Product Name: | 2',7'-Dichlorofluorescein |
| Synonyms: | TIMTEC-BB SBB008847;DICHLORO (R) FLUORESCEIN;DICHLOROFLUORESCEIN;DICHLOROFLUORESCEIN TS;FLUORESCEIN DICHLORIDE;FLUORESCEIN 27;2',7'-DICHLOROFLUORESCEIN;2,7-DICHLOROFLUORESCEIN |
| CAS: | 76-54-0 |
| MF: | C20H10Cl2O5 |
| MW: | 401.2 |
| EINECS: | 200-968-6 |
| Product Categories: | Fluorescent;Xanthene;D;Stains and Dyes;Stains&Dyes, A to |
| Mol File: | 76-54-0.mol |
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2',7'-Dichlorofluorescein Chemical Properties
| Melting point | 280 °C (dec.)(lit.) |
| Boiling point | 514.77°C (rough estimate) |
| bulk density | 390kg/m3 |
| density | 0.79 g/mL at 20 °C |
| refractive index | 1.5300 (estimate) |
| Fp | 12°C (53.6°F) |
| storage temp. | room temp |
| solubility | alcohol: passes test |
| pka | 4.46(at 25℃) |
| form | crystalline |
| color | orange to red-brown, powder |
| PH Range | 4.0 (colorless) - 6.6 (green) |
| Water Solubility | Soluble in ethanol and methanol. Slightly dimethyl sulfoxide. Insoluble in water. |
| λmax | 509nm |
| BRN | 58009 |
| Stability: | Stable. Incompatible with strong oxidizing agents. |
| Major Application | Electroluminescent devices, sol-gel silica films, integrated circuits, photoresists, lithographicprinting plates, recording material, LED devices, photoconductors, Solid-state dye laser, lithographic printing plates, inks, Fluorescent pH sensors, emissive probes, chemotherapeutic treatment of disease, phototherapeutic treatment of disease, photodynamic treatment of disease |
| 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 | NZVMJBGGAQSNLI-UHFFFAOYSA-N |
| SMILES | Oc1cc2Oc3cc(O)c(Cl)cc3C4(OC(=O)c5ccccc45)c2cc1Cl |
| CAS DataBase Reference | 76-54-0(CAS DataBase Reference) |
| EPA Substance Registry System | Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 2',7'-dichloro-3',6'-dihydroxy- (76-54-0) |
Safety Information
| Hazard Codes | Xi,F |
| Risk Statements | 36/37/38-36-67-11 |
| Safety Statements | 26-36-16 |
| RIDADR | UN 1219 3/PG 2 |
| WGK Germany | 3 |
| RTECS | NT8050000 |
| TSCA | TSCA listed |
| HS Code | 3204 19 00 |
| Storage Class | 11 - Combustible Solids |
2',7'-Dichlorofluorescein Usage And Synthesis
| Note | Hans et al. report that 2',7'-Dichlorofluorescein (DCF) finds legitimate experimental use in the generation of standard curves used to calibrate DCFH2-DA experimental results, post-chromatography estimation of carbohydrates and in indirect fluorimetric detection in open tubular capillary chromatography (OTC-HPLC). However, DCF is inappropriate for demonstrating ROS as it is oxidized to a non-fluorescent compound in the presence of hydroxyl radicles[1]. |
| Description | 2',7'-Dichlorofluorescein can be used in the synthesis of 2',7'-Dichlorodihydrofluorescein, which is a cell-permeable non-fluorescent probe. |
| Chemical Properties | red to yellow solid |
| Uses | Widely used probe, e.g. for determination of carbohydrates by fluorescence densitometry after TLC and determination of H2O2 by chemiluminescence. Fluorescent additives used in indirect fluorimetric detection in OTC-HPLC. |
| Uses | 2',7'-Dichlorofluorescein is used as an indicator and as a cellular antioxidant activity. It is also used for the determination of carbohydrates and hydrogen peroxide by fluorescence densitometry and chemiluminescence respectively. It is used as an indicator for argentometry by Fajans method. It is also involved in the cellular antioxidant activity assay. It is utilized as an additive in fluorescence and laser studies.
A new fluorescent sensor for Cd2+ and its application in living cells imaging. Tetrahedron Lett. 2015, 56 (11), 1322-1327.
Colorimetric and fluorogenic signaling of fluoride ions by thiophosphinated dichlorofluorescein. Dyes Pigm. 2015, 112, 170-175. |
| Uses | 2',7'-Dichlorofluorescein is used as an indicator and as a cellular antioxidant activity. It is also used for the determination of carbohydrates and hydrogen peroxide by fluorescence densitometry and chemiluminescence respectively. It is used as an indicator for argentometry by Fajans method. It is also involved in the cellular antioxidant activity assay. It is utilized as an additive in fluorescence and laser studies. |
| Definition | 2',7'-dichlorofluorescein is a member of 2-benzofurans. It has a role as a fluorochrome. It derives from a fluorescin. |
| Application | 2',7'-dichlorofluorescein has been used as an oxidation-sensitive fluorescent probe to measure ROS (reactive oxygen species) formation in cells. |
| Biological Activity | 2',7'-dichlorofluorescein is an oxidation-sensitive fluorescent probe. 2′7′-dichlorofluorescein diacetate is oxidized to 2′7′-dichlorofluorescein in the presence of ROS (reactive oxygen species). |
| Biochem/physiol Actions | 2′,7′-Dichlorofluorescein is an oxidation-sensitive fluorescent probe. 2′7′-dichlorofluorescein diacetate is oxidized to 2′7′-dichlorofluorescein in the presence of ROS (reactive oxygen species). |
| References | [1] Chander Hans. “2’,7’-Dichlorofluorescein (DCF) or 2’,7’-dichlorodihydrofluorescein diacetate (DCFH2-DA) to measure reactive oxygen species in erythrocytes.” Biomedicine & Pharmacotherapy (2021): 111512. |
2',7'-Dichlorofluorescein Preparation Products And Raw materials
| Raw materials | CI 45350-->2',7'-dichlorodihydrofluorescein-->2′,7′-Dichlorodihydrofluorescein Diacetate-->4-Chlororesorcinol-->2',7'-DICHLOROFLUORESCIN DIACETATE-->Phthalic acid-->Resorcinol-->Phthalic anhydride |
