6583-06-8

Basic information

• Product Name: 4-NITRO-2,1,3-BENZOTHIADIAZOLE
• Synonyms: 4-NITRO-2,1,3-BENZOTHIADIAZOLE;4-NITROPIAZTHIOLE;4-NITRO-BENZO[1,2,5]THIADIAZOLE;4-NITROBENZO-2,1,3-THIADIAZOLE;2,1,3-Benzothiadiazole, 4-nitro-;4-Nitro-2,1,3-benzothiadiazole,97%;4-nitrobenzo[c][1,2,5]thiadiazole
• CAS NO: 6583-06-8
• Molecular Formula: C₆H₃N₃O₂S
• Molecular Weight: 181.17
• EINECS: 229-514-5
• Product Categories: Sulphur Derivatives;API intermediates
• Mol File: 6583-06-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 108-110 °C(lit.)
• Boiling Point: 329.7 °C at 760 mmHg
• Flash Point: 153.2 °C
• Appearance: /solid
• Density: 1.591 (estimate)
• Vapor Pressure: 0.000867mmHg at 25°C
• Refractive Index: 1.6740 (estimate)
• Storage Temp.: 2-8°C
• PKA: -2.10±0.45(Predicted)
• CAS DataBase Reference: 4-NITRO-2,1,3-BENZOTHIADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITRO-2,1,3-BENZOTHIADIAZOLE(6583-06-8)
• EPA Substance Registry System: 4-NITRO-2,1,3-BENZOTHIADIAZOLE(6583-06-8)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 6583-06-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H3N3O2S/c10-9(11)5-3-1-2-4-6(5)8-12-7-4/h1-3H

Upstream product

• 88-74-4 2-nitro-aniline 
• 85786-51-2 di-μ-chlorobis[bis(4-nitro-2,1,3-benzothiadiazole)chlorocopper] 
• 95-54-5 1,2-diamino-benzene 
• 99-09-2 3-nitro-aniline 
• 3694-52-8 2,3-diamino-nitrobenzene 
• 273-13-2 benzo[1,2,5]thiadiazole 

Downstream Products

• 767-64-6 4-Amino-2,1,3-benzothiadiazole 
• 300531-07-1 Ethyl 8-phenylpyrrolo[3,4-e][2,1,3]benzothiadiazole-6-carboxylate 
• 1360067-57-7 7-benzyl-6-methyl-8-phenyl-7H-[1,2,5]thiadiazolo[3,4-e]isoindole 
• 1360067-54-4 7-benzyl-8-methyl-6-phenyl-7H-[1,2,5]thiadiazolo[3,4-e]isoindole 
• 100264-68-4 7,8-diphenyl-[1,2,5]thiadiazolo[3,4-f]quinoxaline 
• 42816-80-8 4-nitro-benzoic acid benzo[1,2,5]thiadiazol-4-ylamide 
• 16540-61-7 N-(2,1,3-benzothiadiazol-4-yl)acetamide 
• 16407-86-6 5,7-Dichlor-4-amino-benz<2,1,3>-thiadiazol 
• 1711-66-6 benzo[1,2,5]thiadiazole-4,5-diamine 
• 30536-22-2 5-amino-4-nitrobenzo[1,2,5]thiadiazole 
• 1753-27-1 7-Amino-4-hydroxy-benzo-2,1,3-thiadiazol 
• 13315-65-6 4,5,6,7-Tetrachlor-2,1,3-benzothiadiazol 

Relevant articles and documents

The N-alkylation of 4-nitrobenzochalcogenadiazoles: Synthesis and theoretical approach

A facile synthetic method for N-alkylated substituted benzochalcogenadiazoles is described. When treated with Meerwein salt, the 4-nitrobenzochalcogenadiazoles have undergone an N-alkylation to afford the expected salts as a mixture of two N1/N3 isomers in toluene. The regioselectivity of the alkylation reaction was then confirmed by spectroscopic data as well as theoretical calculations.

Synthesis and coplanarity-dependent HOMO-LUMO separation of π-conjugated dimers

Three series of dimers containing pyrrolo[3,4-e][2,1,3]benzothiadiazole units have been prepared by application of the Pd-catalyzed Suzuki coupling. The dependence of the HOMO-LUMO separation on coplanarity has been evaluated by means of electronic absorption spectra and cyclic voltammetry. The pyrrole dimer 5c shows a narrow HOMO-LUMO separation owing to its intrinsically planar structure, as confirmed by 1H NMR. The Royal Society of Chemistry 2000.

Synthesis of 4(7)-aminobenzimidazole and its derivatives. 8. Benzazole glycosides

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