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10199-89-0 - 4-Chloro-7-nitrobenzofurazan, 99% - 4-Chloro-7-nitrobenzo-2,1,3-oxadiazole - NBD chloride - A14165 - Alfa Aesar

A14165 4-Chloro-7-nitrobenzofurazan, 99%

CAS Number
10199-89-0
Synonyms
4-Chloro-7-nitrobenzo-2,1,3-oxadiazole
NBD chloride

Size Price ($) Quantity Availability
5g 45.72
25g 176.40
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4-Chloro-7-nitrobenzofurazan, 99%

MDL
MFCD00005808
EINECS
233-496-4

Chemical Properties

Formula
C6H2ClN3O3
Formula Weight
199.56
Melting point
96-100°
Solubility
Soluble in methanol, dimethylsulfoxide, dimethylformamide and chloroform.

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.

Notes

Store in a cool place. Incompatible with strong oxidizing agents and strong bases.

Literature References

Fluorogenic reagent for amines and thiols: Anal. Biochem., 53, 290 (1973).

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.

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.

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.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
614212
Harmonized Tariff Code
2934.99
TSCA
Yes
RTECS
DF8002400

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