4-Chloro-7-nitrobenzofurazan, 98%
4-Chloro-7-nitrobenzofurazan, 98%
4-Chloro-7-nitrobenzofurazan, 98%
4-Chloro-7-nitrobenzofurazan, 98%
Thermo Scientific Chemicals

4-Chloro-7-nitrobenzofurazan, 98%

CAS: 10199-89-0 | C6H2ClN3O3 | 199.55 g/mol
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Catalog NumberQuantity
ALFA14165.065 g
Catalog number ALFA14165.06
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5 g
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Specifications
Chemical Name or Material4-Chloro-7-nitrobenzofurazan
CAS10199-89-0
Health Hazard 1H315-H319
Health Hazard 2GHS H Statement
H315-H319-H335
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Health Hazard 3P264b-P280-P302+P352-P305+P351+P338-P332+P313-P362
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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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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.

Solubility
Soluble in methanol, dimethylsulfoxide, dimethylformamide and chloroform.

Notes
Store in a cool place. Incompatible with strong oxidizing agents and strong bases.
RUO – Research Use Only

General References:

  1. Fluorogenic reagent for amines and thiols: Anal. Biochem., 53, 290 (1973).
  2. Reagent for pre-column derivatization of amines: Anal. Chim. Acta, 130, 377 (1981), 170, 81 (1985); and of imino acids: Anal. Biochem., 138, 390 (1984), allowing detection after HPLC.
  3. Pan, J.; Zhang, Y.; Xu, J.; Liu, J.; Zeng, L.; Bao, G. M. A smart fluorescent probe for simultaneous detection of GSH and Cys in human plasma and cells. RSC Adv. 2015, 5 (118), 97781-97787.
  4. Zhang, Y.; Chen, H.; Chen, D.; Wu, D.; Chen, X.; Liu, S. H.; Yin, J. A fluorescent turn-on H2S-responsive probe: design, synthesis and application. Org. Biomol. Chem. 2015, 13 (38), 9760-9766.