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5-Nitrofluorescein

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5-Nitrofluorescein Basic information

Product Name:
5-Nitrofluorescein
Synonyms:
  • 5-NITROFLUOROESCEIN
  • 6-Nitrofluorescein (isomer II)
  • 3',6'-dihydroxy-6-nitro-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one
  • 9’-[9h]xanthen]-3-one,3’,6’-dihydroxy-6-nitro-spiro[isobenzofuran-1(3h
  • 6-NITROFLUORESCEIN
  • 6-NITRO-3',6'-DIHYDROXYSPIRO[ISOBENZOFURAN-1(3H),9'-(9H)XANTHEN]-3-ONE
  • NITROFLUORESCEIN, ISOMER 2
  • Nitrofluorescein
CAS:
27402-68-2
MF:
C20H11NO7
MW:
377.3
Product Categories:
  • Fluorescent Labels and Indicators
  • Fluorescent Labels & Indicators
Mol File:
27402-68-2.mol
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5-Nitrofluorescein Chemical Properties

solubility 
Acetone, Methanol
form 
Solid
color 
Orange Cyrstalline
Stability:
Light and Moisture Sensitive
InChI
InChI=1S/C20H11NO7/c22-11-2-5-14-17(8-11)27-18-9-12(23)3-6-15(18)20(14)16-7-10(21(25)26)1-4-13(16)19(24)28-20/h1-9,22-23H
InChIKey
GYWGQAIDMYGOLU-UHFFFAOYSA-N
SMILES
C12(C3=C(C=C(O)C=C3)OC3=C1C=CC(O)=C3)C1=C(C=CC([N+]([O-])=O)=C1)C(=O)O2
EPA Substance Registry System
Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-6-nitro- (27402-68-2)
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Safety Information

HS Code 
29329990
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5-Nitrofluorescein Usage And Synthesis

Chemical Properties

Orange Cyrstalline Solid

Uses

Fluorescent labeling reagent for proteins, 6-Nitrofluorescein can be used in the fluorescent antibody technique for rapid identification of pathogens.

Preparation

5-Nitrofluorescein (3′,6′-dihydroxy-6-nitrospiro[2-benzofuran-3,9′-xanthene]-1-one) is a key intermediate in the synthesis of various fluorescent compounds such as 5-aminofluorescein (5-amino-3′,6′-dihydroxy-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one), fluorescein 5-isothiocyanate (FITC; 3′,6′-dihydroxy-5-isothiocyanato-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one), and fluorescein lisicol (previously known as cholyl-lysylfluorescein or CLF.
Process for the preparation of 5-/6-nitrofluorescein(US20120220787A1)

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