163260

4-Chloro-7-nitrobenzofurazan

98%

• Synonyme(s) : 4-Chloro-7-nitro-1,2,3-benzoxadiazole, NBD-chloride
• Formule empirique (notation de Hill) : C₆H₂ClN₃O₃
• CAS Number: 10199-89-0
• Poids moléculaire : 199.55
• Beilstein: 614212
• Numéro CE : 233-496-4
• Numéro MDL: MFCD00005808
• Code UNSPSC : 12352100
• ID de substance PubChem : 24849737
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 100
• Essai: 98%
• Forme: powder
• Pf: 97-99 °C (lit.)
• Solubilité: chloroform: soluble 50 mg/mL, clear to slightly hazy, faintly yellow to yellow
• Groupe fonctionnel: chloro; nitro
• Chaîne SMILES: [O-][N+](=O)c1ccc(Cl)c2nonc12
• InChI: 1S/C6H2ClN3O3/c7-3-1-2-4(10(11)12)6-5(3)8-13-9-6/h1-2H
• Clé InChI: IGHBXJSNZCFXNK-UHFFFAOYSA-N

Description

Description générale

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.

Application

4-Chloro-7-nitrobenzofurazan (NBD-chloride) was used in the following studies:

• Synthesis of fluorescent phospholipid-derivative, NBD-didecanoylphosphatidylethanolamine
• Synthesis of functionalized hydroxynaphthofurazan.
• Spectrophotometric and spectrofluorometric determination of clemastine hydrogen fumarate, loratadine, losartan potassium and ramipril in pharmaceutical formulations.
• Synthesis of 7-nitrobenzofurazan (NBD)-labeled maleimide, via Diels-Alder reaction.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319
• Conseils de prudence: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Faceshields, Gloves