NBD-CL;4-chloro-7-nitrobenzo[c][1,2,5]oxadiazole;4-Chloro-7-nitro-1,2,3-benzoxadiazole;4-CHLORO-7-NITROBENZOFURAZAN;NBD CHLORIDE;4-chloro-7-nitrobenzo-2,1,3-oxadiazole;7-CHLORO-4-NITROBENZO-2-OXA-1,3-DIAZOLE;4-CHLORO-7-NITROBENZOFURAZAN, FOR FLUORE SCENCE;NBC-1;nbd-c1
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NFPA 704
1
2
0
4-Chloro-7-nitrobenzofurazan C화학적 특성, 용도, 생산
화학적 성질
yellow to light brown crystalline powder
용도
4-Chloro-7-nitrobenzofurazan is nonfluorescent until it reacts with primary or secondary amines to produce a fluorescent product. 4-Chloro-7-nitrobenzofurazan has been extensively used as a derivatizing reagent for chromatography analysis of amino acids and low molecular weight amines.
정의
ChEBI: A benzoxadiazole that is 2,1,3-benzoxadiazole which is substituted at position 4 by chlorine and at position 7 by a nitro group.
일반 설명
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.
Purification Methods
Wash the solid with H2O, and it recrystallises from aqueous EtOH (1:1) as pale yellow needles. It sublimes in a vacuum [Gosh & Whitehouse Biochem J 108 155 1968, UV, NMR: Bolton et al. J Chem Soc 1004 1966].
