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

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-]

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

SDS

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

SDS

RUO – Research Use Only