ChemicalBook >> CAS DataBase List >>2',7'-Dichlorofluorescein

2',7'-Dichlorofluorescein

CAS No.
76-54-0
Chemical Name:
2',7'-Dichlorofluorescein
Synonyms
2,7-DICHLOROFLUORESCEIN;DICHLOROFLUORESCEIN;FLUORESCEIN 27;Fluorescein 548;3,6-DICHLOROFLUORAN;2,7-Dichorofluorescin;DICHLOROFLUORESCEIN TS;FLUORESCEIN DICHLORIDE;dcorange25(fluorescein;DICHLORO (R) FLUORESCEIN
CBNumber:
CB0690319
Molecular Formula:
C20H10Cl2O5
Molecular Weight:
401.2
MDL Number:
MFCD00005047
MOL File:
76-54-0.mol
MSDS File:
SDS
Last updated:2024-04-16 13:12:53

2',7'-Dichlorofluorescein Properties

Melting point 280 °C (dec.)(lit.)
Boiling point 514.77°C (rough estimate)
Density 0.79 g/mL at 20 °C
refractive index 1.5300 (estimate)
Flash point 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, lithographic printing 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
InChIKey NZVMJBGGAQSNLI-UHFFFAOYSA-N
CAS DataBase Reference 76-54-0(CAS DataBase Reference)
FDA UNII 56NQM5UZT1
EPA Substance Registry System Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 2',7'-dichloro-3',6'-dihydroxy- (76-54-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P280i-P305+P351+P338-P337+P313-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
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  Yes
HS Code  3204 19 00
NFPA 704
1
2 0

2',7'-Dichlorofluorescein price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 35848 2′,7′-Dichlorofluorescein BioReagent, suitable for fluorescence, ≥90% (T) 76-54-0 5g $96.4 2024-03-01 Buy
Sigma-Aldrich 35848 2′,7′-Dichlorofluorescein BioReagent, suitable for fluorescence, ≥90% (T) 76-54-0 25g $491 2024-03-01 Buy
Sigma-Aldrich 1.09676 2′,7′-Dichlorofluorescein indicator ACS,Reag. Ph Eur 76-54-0 5G $355 2024-03-01 Buy
TCI Chemical D0371 2',7'-Dichlorofluorescein [for Fluorescent indicator] >95.0%(HPLC) 76-54-0 1g $24 2024-03-01 Buy
TCI Chemical D0371 2',7'-Dichlorofluorescein [for Fluorescent indicator] >95.0%(HPLC) 76-54-0 25g $149 2024-03-01 Buy
Product number Packaging Price Buy
35848 5g $96.4 Buy
35848 25g $491 Buy
1.09676 5G $355 Buy
D0371 1g $24 Buy
D0371 25g $149 Buy

2',7'-Dichlorofluorescein Chemical Properties,Uses,Production

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].

Chemical Properties

red to yellow solid

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

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.

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.

85-44-9
95-88-5
76-54-0
Synthesis of 2',7'-Dichlorofluorescein from Phthalic anhydride and 4-Chlororesorcinol
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TIMTEC-BB SBB008847 2',7'-DICHLOROFLUORESCEIN 2',7'-DICHLORO-FLUORESCEINE 2',7'-DICHLORO-3',6'-DIHYDROXYSPIRO[ISOBENZOFURAN-1(3H),9'-[9H]XANTHEN]-3-ONE 2',7'-DICHLORO-3,6-FLUORANDIOL 2',7'-Dichlorofluorofluorescein 2',7'-DICHLOROFLUORESCEIN ACS REAGENT 2' 7'-DICHLOROFLUORESCEIN A.C.S. REAGE& 2',7'-DICHLOROFLUORESCEIN, FLUORESCENCE INDICATOR 2,7-DICHLOROFLUORESCEIN SOLUTION, READY- TO-USE 2',7'-DICHLOROFLUORESCEIN [FOR FLUORESCENT INDICATOR] 2,7-DICHLOROFLUORESCEIN ADSORPTION INDICATOR 2',7'-DICHLOROFLUORESCEIN, LASER GRADE 2,7-DichloroFluorosceinGr 2,7-DICHLORO FLUORESCEIN GR 2',7'-Dichlorofluorescein, laser grade, pure 2',7'-Dichlorofluorescein, pure 2',7'-DICHLOROFLUORESCEIN REAGENT (ACS) DICHLOROFLUORESCEIN SOLUTION 0.1% IN ALCOHOL 2',7'-Dichlorofluorescein, Reagent 2,7-Dichloro-3,6-dihydroxyspiro[9H-xanthene-9,1'(3'H)-isobenzofuran]-3'-one DCDHF DC orange 25 (2',7'-dichlorofluorescein) 2',7'-Dichlorofluorescein,pure,laser grade D and C Orange 25 D and C Orange No. 25 2',7'-DICHLOROFLUORE [for Fluorescent indicator] 2',7'-Dichlorofluorescein  2',7'-DICHLOROFLUORESCEIN INDICATOR ACS 2’,t-dichlorofluorescein 9’-[9H]xanthen]-3-one,2’,7’-dichloro-3’,6’-dihydroxy-Spiro[isobenzofuran-1(3H) dcorange25(fluorescein548) spiro[isobenzofuran-1(3h),9’-[9h]xanthen]-3-one,2’,7’-dichloro-3’,6’-dihydroxy 2-(2,7-dichloro-6-hydroxy-3-oxo-3-H-xanthen-9-yl)benzoic acid Dichloro (R) fluorescein 2',7'-Dichloro-3',6'-dihydroxyspiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one Fluorescein, 2′,7′-dichloro- 2′,7′-dichloro Uorescein D And C Borange No. 25 2',7'-Dichlorofluorescein, CP DICHLOROFLUORESCEIN SOLUTION, 1% in REAGENT ALCOHOLDICHLOROFLUORESCEIN SOLUTION, 1% in REAGENT ALCOHOLDICHLOROFLUORESCEIN SOLUTION, 1% in REAGENT ALCOHOL 2',7'-DICHLOROFLUORESCEIN, REAGENT (ACS)2',7'-DICHLOROFLUORESCEIN, REAGENT (ACS)2',7'-DICHLOROFLUORESCEIN, REAGENT (ACS) 2',7'-DichL orofL uorescein 2',7'-Dichlorofluorescein, 98%, reagent grade 2',7'-Dichlorofluorescein [for Fluorescent indicator]> 2',7'-Dichlorofluorescein [Fluorescent indicator 2,7-Dichlorofluoresceine, ACS reagent 2,7-Dichlorofluorescein (DCF) extrapure AR, ACS, 90% 2'',7''-dichloro-3'',6''-dihydroxyspiro[2-benzofuran-3,9''-xanthene]-1-one 2,7-DICHLORO FLUORESCEIN AR/ACS DICHLORO (R) FLUORESCEIN DICHLOROFLUORESCEIN DICHLOROFLUORESCEIN TS FLUORESCEIN DICHLORIDE FLUORESCEIN 27 2,7-DICHLOROFLUORESCEIN