19155-86-3

Basic information

• Product Name: 5-CHLORO-2,1,3-BENZOXADIAZOLE
• Synonyms: BUTTPARK 94\04-94;5-CHLORO-2,1,3-BENZOXADIAZOLE;5-CHLOROBENZOFURAZAN;5-Chlorobenzo-1,3,2-oxadiazole;5-Chloro-2,1,3-benzoxadiazole, 95+%;5-Chlorobenzofurazan,5-Chloro-2,1,3-benzoxadiazole
• CAS NO: 19155-86-3
• Molecular Formula: C₆H₃ClN₂O
• Molecular Weight: 154.55
• Mol File: 19155-86-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 38-42 °C
• Boiling Point: 60-80 °C20 mm Hg
• Flash Point: 210 °F
• Appearance: /
• Density: 1.69g/cm³
• BRN: 4063
• CAS DataBase Reference: 5-CHLORO-2,1,3-BENZOXADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-2,1,3-BENZOXADIAZOLE(19155-86-3)
• EPA Substance Registry System: 5-CHLORO-2,1,3-BENZOXADIAZOLE(19155-86-3)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 19155-86-3(Hazardous Substances Data)

Usage

General Description

5-CHLORO-2,1,3-BENZOXADIAZOLE is a chemical compound with a molecular formula C7H5ClN2O. It is a benzoxadiazole derivative that contains a chlorine atom in its structure. 5-CHLORO-2,1,3-BENZOXADIAZOLE is often used as a building block in the synthesis of various organic compounds, such as pharmaceuticals, agrochemicals, and materials. 5-CHLORO-2,1,3-BENZOXADIAZOLE has potential applications in the field of medicinal and agricultural chemistry, as well as in the development of new materials with specific properties. Its unique structure makes it a valuable tool for researchers and chemists working in various industries.

Upstream product

• 57019-54-2 4-chloro-1,2-quinone dioxime 
• 17348-69-5 5-chlorobenzofurazan-1-oxide 
• 613-99-0 sodium formanilide 
• 89-63-4 4-Chloro-2-nitroaniline 
• 39060-31-6 6-chlorobenzo[c][1,2,5]oxadiazole 1-oxide 
• 1635-61-6 5-chloro-2-nitroaniline 
• 89284-67-3 1-azido-4-methyl-2-nitrobenzene 
• 104503-85-7 2-azido-4-chloro-1-nitrobenzene 

Downstream Products

• 1073355-14-2 5?(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[c][1,2,5]oxadiazole 
• 480441-71-2 6-chloro-2-methyl-3-phenylsulfanyl-quinoxaline 1,4-dioxide 
• 480441-70-1 6-chloro-3-methyl-2-phenylsulfanyl-quinoxaline 1,4-dioxide 
• 480441-90-5 2-benzenesulfonyl-6-chloro-3-methyl-quinoxaline 1,4-dioxide 
• 480441-91-6 3-benzenesulfonyl-6-chloro-2-methyl-quinoxaline 1,4-dioxide 
• 1297593-66-8 C₁₆H₁₁ClN₂O₃ 
• 1422955-39-2 C₁₂H₇ClFN₃O 
• 18378-29-5 4-methylamino-7-nitro-2,1,3-benzoxadiazole 
• 1455-87-4 N,N-dimethyl-7-nitrobenzo[c][1,2,5]oxadiazol-4-amine 
• 10199-91-4 4-amino-7-nitro-2,1,3-benzoxadiazole 
• 18378-31-9 N-Methyl-N-phenyl-4-amino-7-nitrobenz-2,1,3-oxadiazol 
• 18333-80-7 2-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)amino)acetic acid 
• 18378-28-4 5-Dimethylamino-4-nitro-benzofurazan 
• 19155-64-7 4-nitro-7-(4-nitro-phenoxy)-benzo[1,2,5]oxadiazole 

Relevant articles and documents

-

-

Cu-Catalyzed π-Core Evolution of Benzoxadiazoles with Diaryliodonium Salts for Regioselective Synthesis of Phenazine Scaffolds

The Cu-catalyzed regioselective synthesis of phenazine N-oxides was realized from benzoxadiazoles and diaryliodonium salts. The process was initiated by the electrophilic arylation of benzoxadiazoles with diaryliodonium salts and followed by benzocyclization reactions. The further reduction of N-oxides in situ to phenazine scaffolds and deviation to organic fluorescent materials were readily accomplished.

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.