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

Catalog No. AAA1416514
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Quantity:
5 g
25 g

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.

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-]

Specifications

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
Hazard Category H315-H319
Hazard Statement GHS H Statement
H315-H319-H335
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Precautionary Statement P264b-P280-P302+P352-P305+P351+P338-P332+P313-P362
EINECSNumber 233-496-4
RTECSNumber DF8002400
TSCA Yes
Recommended Storage Ambient temperatures

RUO – Research Use Only

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