4-Fluoro-7-nitrobenzofurazan

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
EINECS:
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
4-Fluoro-7-nitrobenzofurazan Structure
4-Fluoro-7-nitrobenzofurazan Chemical Properties
Melting point 52-54 °C(lit.)
Boiling point 308.6±45.0 °C(Predicted)
density 1.6753 (estimate)
Fp >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 Reference29270-56-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/38
Safety Statements 26-36-39
WGK Germany 3
10-21
HS Code 29349990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
4-Fluoro-7-nitrobenzofurazan Usage And Synthesis
Chemical PropertiesBROWN CRYSTALLINE CHUNKS
UsesA fluorescence reagent
Uses4-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 MethodsPurify 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.]
4-Fluoro-7-nitrobenzofurazan Preparation Products And Raw materials
Raw materials1,3-DIFLUORO-2-NITROSO-BENZENE-->4-FLUORO-2,1,3-BENZOXADIAZOLE-->2,6-Difluoroaniline
Preparation Products2-[N-(7-Nitrobenz-2-oxa-1,3-diazol-4-yl)aMino]-2-deoxy-D-glucose
Benzotrifluoride 1,3-Dinitro-2-chloro-5-trifluoromethylbenzene Ammonium persulfate ORIENTIN BENZOFURAZAN Benzene, 1-fluoro-4-nitro-, labeled with carbon-14 (9CI) 4-nitrobenzofurazan Fluorine 4-Fluoronitrobenzene 1-[[(2S,3S)-3-(2-Chlorophenyl)-2-(4-fluorophenyl)oxiran-2-yl]methyl]-1,2,4-triazole 2,1,3-BENZOXADIAZOL-4-AMINE 4-FLUORO-2,1,3-BENZOXADIAZOLE 4-Fluoro-7-nitrobenzofurazan Nitrobenzene Flusilazole Triflumizole fluoro jade 1-Fluoro-2-nitrobenzene

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