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

Description

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.

Specifications

Chemical Identifiers

• CAS: 10199-89-0
• Molecular Formula: C6H2ClN3O3
• Molecular Weight (g/mol): 199.55
• MDL Number: MFCD00005808
• InChI Key: IGHBXJSNZCFXNK-UHFFFAOYSA-N
• Synonym: 4-chloro-7-nitrobenzofurazan, nbd chloride, 4-chloro-7-nitrobenzo-2-oxa-1,3-diazole, nbd-cl, 7-chloro-4-nitrobenzofurazan, 2,1,3-benzoxadiazole, 4-chloro-7-nitro, nbd-chloride, nbd-c 1, 1-chloro-4-nitrobenzoxadiazole, 4-nitro-7-chlorobenzofurazan
• PubChem CID: 25043
• ChEBI: CHEBI:78878
• IUPAC Name: 4-chloro-7-nitro-2,1,3-benzoxadiazole
• SMILES: C1=C(C2=NON=C2C(=C1)Cl)[N+](=O)[O-]

• Melting Point: 96°C to 100°C
• Quantity: 25 g
• Beilstein: 614212
• Solubility Information: Soluble in methanol,dimethylsulfoxide,dimethylformamide and chloroform.
• Formula Weight: 199.56
• Percent Purity: 99%
• Chemical Name or Material: 4-Chloro-7-nitrobenzofurazan

RUO – Research Use Only