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4-Fluoro-7-nitrobenzofurazan

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4-Fluoro-7-nitrobenzofurazan Basic information

Product Name:
4-Fluoro-7-nitrobenzofurazan
Synonyms:
  • NBD-F (=4-Fluoro-7-nitro-2,1,3-benzoxadiazole) [for HPLC Labeling]
  • 4-Fluoro-7-nitrobenzofurazan((D)NBD-F)
  • 4-fluoro-7-nitrobenzo[c][1,2,5]oxadiazole
  • 4-Fluoro-7-nitrobenzofurazan, 98% 25MG
  • 4-Fluoro-7-nitrobenzofurazan 4-Fluoro-7-nitro-2,1,3-benzoxadiazole
  • 4-fluoro-7-nitro-2,1,3-benzooxadiazole
  • 7-Fluoro-4-nitro-2,1,3-benzoxadiazole
  • 7-Nitro-4-fluoro-2,1,3-benzoxadiazole
CAS:
29270-56-2
MF:
C6H2FN3O3
MW:
183.1
Product Categories:
  • Aromatics
  • Fluorescent Labels & Indicators
  • Amino Group Labeling Reagents for Fluorescence HPLC
  • Analytical Chemistry
  • Fluorescence Detection (HPLC Labeling Reagents)
  • Heterocycles
  • HPLC Labeling Reagents
  • Mercapto Group Labeling Reagents for Fluorescence HPLC
Mol File:
29270-56-2.mol
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4-Fluoro-7-nitrobenzofurazan Chemical Properties

Melting point:
52-54 °C(lit.)
Boiling point:
308.6±45.0 °C(Predicted)
Density 
1.6753 (estimate)
Flash point:
>230 °F
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
It is soluble in DMSO, DMF, CH3OH, CH3CN and CHCl3.
pka
-5.59±0.50(Predicted)
form 
Crystalline Chunks
color 
Brown
BRN 
1077571
CAS DataBase Reference
29270-56-2(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/38
Safety Statements 
26-36-39
WGK Germany 
3
10-21
HS Code 
29349990

MSDS

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4-Fluoro-7-nitrobenzofurazan Usage And Synthesis

Chemical Properties

BROWN CRYSTALLINE CHUNKS

Uses

A fluorescence reagent

Uses

4-Chloro-7-nitrobenzofurazan (NBD-chloride) was used in the following studies, Synthesis of fluorescent phospholipid-derivative, NBD-didecanoylphosphatidylethanolamine, Synthesis of functionalized hydroxynaphthofurazan, Spectrophotometric and spectrofluorometric determination of clemastine hydrogen fumarate, loratadine, losartan potassium and ramipril in pharmaceutical formulations. Synthesis of 7-nitrobenzofurazan (NBD)-labeled maleimide, via Diels-Alder reaction. NBD-Cl is widely used to label peptides, proteins, drugs and other biomolecules. It is also a popular derivatizing reagent for HPLC analysis

Purification Methods

Purify it by repeated recrystallisation from pet ether (b 40-60o). On treatment with MeONa in MeOH it gives 4-methoxy-7-nitrobenzo-2-oxa-1,3-diazole m 115-116o. [Nunno et al. J Chem Soc (C) 1433 1970.] It is a very good fluorophore for amino acids [Imai & Watanabe Analyt Chim Acta 130 377 1981], as it reacts with primary and secondary amines to form fluorescent adducts with 470nm and 530nm. It gives a glycine derivative with m 185-187o [Miyano et al. Anal Chim ex em Acta 170 81 1985]. 5-Fluorouracil (5 -fluoropyrimidinedi -2,4 -[1 H ,3 H ]-one) [51 -21 -8] M 130.1, m 282 -2 8 3o(dec), 282-286o(dec), pK 1 8.04, pK 2 13.0. Recrystallise it from H2O or MeOH/Et2O and sublime it at 190-200o/0.1mm or 210-230o/0.5mm. UV: at 265-266nm ( 7070). [Barton et al. J Org max Chem 37 329 1972, Duschinsky & Pleven J Am Chem Soc 79 4559 1957, Beilstein 24 III/IV 1229.]

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