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4-Chloro-7-nitrobenzofurazan

ALDRICH/163260 - 98%

Synonym: 4-Chloro-7-nitro-1,2,3-benzoxadiazole; NBD-chloride

CAS Number: 10199-89-0
Empirical Formula (Hill Notation): C6H2ClN3O3
Molecular Weight: 199.55
EC Number: 233-496-4
MDL Number: MFCD00005808
Linear Formula: C6H2ClN3O3
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-163260-1G 1 g
 $52.60
1/EA		 Add To Favorites
45-163260-5G 5 g
 $73.50
1/EA		 Add To Favorites

 

assay 98%
form powder
functional group chloro
  nitro
InChI 1S/C6H2ClN3O3/c7-3-1-2-4(10(11)12)6-5(3)8-13-9-6/h1-2H
InChI key IGHBXJSNZCFXNK-UHFFFAOYSA-N
mp 97-99 °C (lit.)
Quality Level 100 
SMILES string [O-][N+](=O)c1ccc(Cl)c2nonc12
solubility chloroform: soluble 50 mg/mL, clear to slightly hazy, faintly yellow to yellow
Application: 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.
General description: 4-Chloro-7-nitrobenzofurazan (NBD-Cl) is a highly sensitive chromogenic and fluorogenic reagent. It is reported to react spontaneously with trans-1-methoxy-3-(trimethylsilyloxy)-1,3-butadiene (Danishefsky′s diene), to afford regioselectively the silyl enol ether, via normal electron-demand Diels-Alder (NEDDA) reaction. A study of the molecular structure, vibrational spectra and NBO (Natural Bond Orbital) analysis of NBD–Cl has been undertaken. Its utility as a pre-column derivatization agent has been examined.
Packaging: 1, 5 g in glass bottle
Purity 98%
mp 97-99 °C (lit.)
UNSPSC 12352100

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