| Identification | More | [Name]
4-Chloro-7-nitrobenzo-2-oxa-1,3-diazole | [CAS]
10199-89-0 | [Synonyms]
4-CHLORO-7-NITRO-2,1,3-BENZOXADIAZOLE
4-CHLORO-7-NITROBENZ-2-OXA-1,3-DIAZOLE
4-CHLORO-7-NITRO-BENZO[1,2,5]OXADIAZOLE
4-CHLORO-7-NITROBENZO-2-OXA-1,3-DIAZOLE
4-CHLORO-7-NITROBENZOFURAZAN
4-CHLORO-7-NITROBENZUFURAZAN
7-CHLORO-4-NITRO-2,1,3-BENZOXADIAZOL
7-CHLORO-4-NITROBENZO-2-OXA-1,3-DIAZOLE
7-CHLORO-4-NITROBENZOFURAZAN
AKOS BC-0686
LABOTEST-BB LT00238516
NBD CHLORIDE
NBD-CL
TIMTEC-BB SBB005345
4-chloro-7-nitro-benzofuraza
4-nitro-7-chlorobenzofurazan
nbd-c1
4-Chloro-7-nitro-1,2,3-benzoxadiazole
4-CHLORO-7-NITROBENZOFURAZAN, FOR FLUORE SCENCE
7-CHLORO-4-NITROBENZ-2-OXA-1-3-DIAZOLECR YSTALLINE | [EINECS(EC#)]
233-496-4 | [Molecular Formula]
C6H2ClN3O3 | [MDL Number]
MFCD00005808 | [Molecular Weight]
199.55 | [MOL File]
10199-89-0.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow to light brown crystalline powder | [Melting point ]
97-99 °C(lit.)
| [Boiling point ]
333.1±45.0 °C(Predicted) | [density ]
2.0589 (rough estimate) | [refractive index ]
1.5810 (estimate) | [storage temp. ]
2-8°C | [solubility ]
Soluble in methanol, dimethylsulfoxide, dimethylformamide and chloroform. | [form ]
Crystalline Powder | [pka]
-5.65±0.50(Predicted) | [color ]
Yellow to light brown | [Water Solubility ]
soluble | [BRN ]
614212 | [CAS DataBase Reference]
10199-89-0(CAS DataBase Reference) | [EPA Substance Registry System]
10199-89-0(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/38:Irritating to eyes and skin . | [Safety Statements ]
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
3
| [RTECS ]
DF8002400
| [F ]
10-21 | [TSCA ]
Yes | [HS Code ]
29349990 |
| Hazard Information | Back Directory | [Chemical Properties]
yellow to light brown crystalline powder | [Uses]
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.
| [Uses]
4-Chloro-7-nitrobenzofurazan is used as a derivatizing reagent for chromatography analysis of amino acids and low molecular weight amines. It is utilized in the preparation of fluorescent phospholipid-derivative, hydroxynaphthofurazan and 4-chloro-7-nitrobenzofurazan- didecanoylphosphatidylethanolamine. It serves as a fluorescent reagent to label free sulfhydryls and N-terminals within proteins and trapping agent for cysteine sulfenic acid. It is a sensitive chromogenic and fluorogenic reagent. It reacts with trans-1-methoxy-3-(trimethylsilyloxy)-1,3-butadiene (Danishefsky's diene) to prepare regioselectively the silyl enol ether. Further, it is used to label peptides, proteins and other biomolecules. In addition it is used in the synthesis of fluorescent phospholipid-derivative, NBD-didecanoylphosphatidylethanolamine, functionalized hydroxynaphthofurazan and 7-nitrobenzofurazan (NBD)-labeled maleimide. | [Uses]
A fluorescent reagent | [Definition]
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. | [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. | [in vitro]
4-Chloro-7-nitrobenzofurazan(NBD chloride) forms highly fluorescent derivatives for detection of all the protein amino acids. In addition, NBD-Cl provides a simple and sensitive method for determination of N-terminal amino acids. The differences in intensity and color of fluorescence can be used to advantage to identify prolyl peptides. | [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]. |
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