5714-17-0

Basic information

• Product Name: 5-Chloro-4-nitrobenzofurazane
• Synonyms: 5-Chloro-4-nitrobenzofurazane;5-chloro-4-nitro-benzofurazan;6-chloro-7-nitro-2,1,3-benzoxadiazole;BB_SC-1571;Benzofurazan, 5-chloro-4-nitro-;EU-0099887;ZINC01315397
• CAS NO: 5714-17-0
• Molecular Formula: C₆H₂ClN₃O₃
• Molecular Weight: 199.55
• Mol File: 5714-17-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 336.8±45.0 °C(Predicted)
• Appearance: /
• Density: 1.711±0.06 g/cm3(Predicted)
• PKA: -3.79±0.48(Predicted)
• CAS DataBase Reference: 5-Chloro-4-nitrobenzofurazane(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-4-nitrobenzofurazane(5714-17-0)
• EPA Substance Registry System: 5-Chloro-4-nitrobenzofurazane(5714-17-0)

Safety Data

• Hazardous Substances Data: 5714-17-0(Hazardous Substances Data)

Usage

Uses

5-Chloro-4-nitro-2,1,3-benzoxadiazole is a nitrofurazane derivative which has been proposed to have antibacterial, antimycotic and antiinflammatory properties.

Upstream product

• 17348-69-5 5-chlorobenzofurazan-1-oxide 
• 1635-61-6 5-chloro-2-nitroaniline 
• 89-63-4 4-Chloro-2-nitroaniline 
• 89284-67-3 1-azido-4-methyl-2-nitrobenzene 
• 104503-85-7 2-azido-4-chloro-1-nitrobenzene 
• 39060-31-6 6-chlorobenzo[c][1,2,5]oxadiazole 1-oxide 
• 19155-86-3 5-chlorobenzo[c][1,2,5]oxadiazole 

Downstream Products

• 16322-23-9 4-nitro-7-(phenylthio)benzo[c][1,2,5]oxadiazole 
• 18378-26-2 4-nitro-5-phenylsulfanyl-benzo[1,2,5]oxadiazole 
• 19155-64-7 4-nitro-7-(4-nitro-phenoxy)-benzo[1,2,5]oxadiazole 
• 55739-04-3 N-acetyl-O-(7-nitro-benzo[1,2,5]oxadiazol-4-yl)-tyrosine ethyl ester 
• 18378-28-4 5-Dimethylamino-4-nitro-benzofurazan 
• 1455-87-4 N,N-dimethyl-7-nitrobenzo[c][1,2,5]oxadiazol-4-amine 
• 18378-15-9 7-nitro-N-phenylbenzo[c][1,2,5]oxadiazol-4-amine 
• 18378-16-0 (4-nitro-benzo[1,2,5]oxadiazol-5-yl)-phenyl-amine 
• 16322-24-0 4-(benzylthio)-7-nitrobenzo[c][1,2,5]oxadiazole 
• 18333-80-7 2-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)acetic acid 
• 18378-29-5 4-methylamino-7-nitro-2,1,3-benzoxadiazole 
• 18378-31-9 N-Methyl-N-phenyl-4-amino-7-nitrobenz-2,1,3-oxadiazol 
• 18378-20-6 N-benzyl-7-nitrobenzo[c][1,2,5]oxadiazol-4-amine 
• 10199-91-4 4-amino-7-nitro-2,1,3-benzoxadiazole 

Relevant articles and documents

σ-Adduct formation and oxidative substitution in the reactions of 4-nitrobenzofurazan and some derivatives with hydroxide ions in water

The reactions of hydroxide ions with 4-nitrobenzofurazan, 1a, 4-nitrobenzofuroxan, 1b, and with three 4-nitro-7-substituted benzofurazans have been examined using 1H NMR and UV-visible spectroscopies. In each case initial reaction is at the 5-position to give an anionic σ-adduct. Kinetic and equilibrium results are reported. NMR spectra show that in the case of la oxidation of the anionic adduct yields 4-nitro-5-hydroxybenzofurazan. In the case of 1b rearrangement of the 5-hydroxy adduct to the thermodynamically more stable 7-hydroxy adduct, possibly by a Boulton-Katritzky mechanism, precedes oxidation. When the 7-substituent in the 4-nitrobenzofurazan is Cl, OMe or OPh the eventual product is 7-hydroxy-4-nitrobenzofurazan produced by nucleophilic displacement of the substituent.