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4-Chloro-7-nitrobenzofurazan

Product Name
4-Chloro-7-nitrobenzofurazan
CAS No.
10199-89-0
Chemical Name
4-Chloro-7-nitrobenzofurazan
Synonyms
NBD-CL;4-chloro-7-nitrobenzo[c][1,2,5]oxadiazole;4-Chloro-7-nitro-1,2,3-benzoxadiazole;4-CHLORO-7-NITROBENZOFURAZAN;NBD CHLORIDE;4-chloro-7-nitrobenzo-2,1,3-oxadiazole;7-CHLORO-4-NITROBENZO-2-OXA-1,3-DIAZOLE;4-CHLORO-7-NITROBENZOFURAZAN, FOR FLUORE SCENCE;NBC-1;nbd-c1
CBNumber
CB5173637
Molecular Formula
C6H2ClN3O3
Formula Weight
199.55
MOL File
10199-89-0.mol
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4-Chloro-7-nitrobenzofurazan Property

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. 
Inert atmosphere,Room Temperature
solubility 
Soluble in methanol, dimethylsulfoxide, dimethylformamide and chloroform.
pka
-5.65±0.50(Predicted)
form 
Crystalline Powder
color 
Yellow to light brown
Water Solubility 
soluble
BRN 
614212
CAS DataBase Reference
10199-89-0(CAS DataBase Reference)
EPA Substance Registry System
2,1,3-Benzoxadiazole, 4-chloro-7-nitro- (10199-89-0)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/38
Safety Statements 
36/37/39
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
DF8002400
10-21
TSCA 
Yes
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
163260
Product name
4-Chloro-7-nitrobenzofurazan
Purity
98%
Packaging
1g
Price
$51
Updated
2024/03/01
Sigma-Aldrich
Product number
163260
Product name
4-Chloro-7-nitrobenzofurazan
Purity
98%
Packaging
5g
Price
$71.3
Updated
2024/03/01
TCI Chemical
Product number
A5592
Product name
NBD-Cl (=4-Chloro-7-nitro-2,1,3-benzoxadiazole)[for HPLC Labeling]
Purity
>98.0%(T)
Packaging
1g
Price
$42
Updated
2024/03/01
TCI Chemical
Product number
A5592
Product name
NBD-Cl (=4-Chloro-7-nitro-2,1,3-benzoxadiazole)[for HPLC Labeling]
Purity
>98.0%(T)
Packaging
5g
Price
$121
Updated
2024/03/01
Alfa Aesar
Product number
A14165
Product name
4-Chloro-7-nitrobenzofurazan, 99%
Packaging
5g
Price
$65.2
Updated
2024/03/01
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4-Chloro-7-nitrobenzofurazan Chemical Properties,Usage,Production

Chemical Properties

yellow to light brown crystalline powder

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

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.

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].

4-Chloro-7-nitrobenzofurazan Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Chloro-7-nitrobenzofurazan Suppliers

Acros Organics
Tel
--
Fax
--
Email
info@acros.com
Country
Belgium
ProdList
6772
Advantage
81
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View Lastest Price from 4-Chloro-7-nitrobenzofurazan manufacturers

R&D Scientific Inc.
Product
4-Chloro-7-nitro-1,2,3-benzoxadiazole 10199-89-0
Price
US $1150.00/g
Min. Order
1g
Purity
98
Supply Ability
500 Kg
Release date
2024-05-30
Hebei Weibang Biotechnology Co., Ltd
Product
4-Chloro-7-nitrobenzofurazan 10199-89-0
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2023-01-10
Hebei Mojin Biotechnology Co., Ltd
Product
4-Chloro-7-nitrobenzofurazan 10199-89-0
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-09-06

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