70015-83-7

Basic information

• Product Name: 2,1,3-BENZOXADIAZOLE-4,5-DIAMINE
• Synonyms: 2,1,3-BENZOXADIAZOLE-4,5-DIAMINE;4,5-DIAMINOBENZOFURAZAN;1,2,3-Benzoxadiazole-4,5-diamine;2,1,3-Benzoxadiazole-4,5-diamine, 95+%;2,1,3-Benzoxadiazole-4,5-diamine(9CI)
• CAS NO: 70015-83-7
• Molecular Formula: C₆H₆N₄O
• Molecular Weight: 150.14
• Product Categories: AMINEPRIMARY
• Mol File: 70015-83-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 152
• Boiling Point: 364.2°C at 760 mmHg
• Flash Point: 174.1°C
• Appearance: /
• Density: 1.542g/cm³
• Vapor Pressure: 1.71E-05mmHg at 25°C
• Refractive Index: 1.785
• PKA: 1.88±0.10(Predicted)
• CAS DataBase Reference: 2,1,3-BENZOXADIAZOLE-4,5-DIAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,1,3-BENZOXADIAZOLE-4,5-DIAMINE(70015-83-7)
• EPA Substance Registry System: 2,1,3-BENZOXADIAZOLE-4,5-DIAMINE(70015-83-7)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 70015-83-7(Hazardous Substances Data)

Usage

General Description

2,1,3-Benzoxadiazole-4,5-diamine is a chemical compound with the molecular formula C7H6N4O. It is a yellow to brown solid that is primarily used as an intermediate in the production of dyes and pigments. 2,1,3-Benzoxadiazole-4,5-diamine is also known as benzoxadiazole or BOD. It is commonly used in the manufacturing of fluorescent dyes, optical brighteners, and as a component in photovoltaic devices. Benzoxadiazole derivatives have been studied for their potential application in organic light-emitting diodes (OLEDs) and dye-sensitized solar cells due to their excellent optical and electrical properties. Additionally, this compound has been investigated for its potential use as an antitumor agent in cancer treatment.

InChI:InChI=1/C6H6N4O/c7-3-1-2-4-6(5(3)8)10-11-9-4/h1-2H,7-8H2

Upstream product

• 211-15-4 benzo[1,2-c;3,4-c']bis[1,2,5]oxadiazole 
• 35142-79-1 benzo[1,2,5]oxadiazole-4,5-dione dioxime 
• 33066-35-2 [1,2,5]thiadiazolo[3',4':3,4]benzo[1,2-c][1,2,5]oxadiazole 
• 767-63-5 2,1,3-benzooxadiazol-4-ylamine 
• 70061-35-7 5-bromo-[1,2,5]thiadiazolo[3',4':3,4]benzo[1,2-c][1,2,5]oxadiazole 3-oxide 
• 70015-81-5 4-bromo-6,7-(2',1',3'-oxadiazole)benzo-2,1,3-thiadiazole 
• 2274-65-9 4,7-dibromo-5-nitrobenzo[c][1,2,5]thiadiazole 
• 22250-57-3 benzo[1,2,5]oxadiazole-4,5-dione 5-oxime 
• 118-02-5 2,4-dinitrosoresorcinol 
• 65023-47-4 5-nitrospiro<2H-benzimidazole-2,1'-cyclohexane> 
• 130256-93-8 5-nitro-4-(phenylthio)spiro<2H-benzimidazole-2,1'-cyclohexane> 
• 130256-92-7 2,3-dihydro-5-nitro-4-(phenylthio)spiro<1H-benzimidazole-2,1'-cyclohexane> 
• 130256-98-3 spiro-imidazo<4,5-e>-2,1,3-benzoxadiazole>-1'-oxide 

Downstream Products

• 71209-24-0 7,8-diphenyl-[1,2,5]oxadiazolo[3,4-f]quinoxaline 
• 211-11-0 8H-imidazo<4,5-e>-2,1,3-benzoxadiazole 
• 71630-83-6 <1,2,5>oxadiazolo<3,4-f>quinoxaline 

Relevant articles and documents

Benzo[1,2-c:3,4-c′]bis[1,2,5]selenadiazole, [1,2,5]selenadiazolo-[3, 4-e]-2,1,3-benzothiadiazole, furazanobenzo-2,1,3-thiadiazole, furazanobenzo-2,1,3-selenadiazole and related heterocyclic systems

The first synthesis of benzo[1,2-c:3,4- c′]bis[1,2,5]selenadiazole has been developed starting from commercially available 4-nitrobenzo-2,1,3- selenadiazole. Improved syntheses of the related heterocycles [1,2,5]selenadiazolo[3,4-e]-2,1,3-benzothiadiazole, furazanobenzo-2,1,3- thiadiazole and furazanobenzo-2,1,3-selenadiazole are also reported.

2H-benzimidazoles: Convenient synthons for tricyclic heterocycles

The readily available 5-nitrospiro[2H-benzimidazole-2,1'-cyclohexane] (1) was converted into the carbonitrile 5 and the 4-phenylthio derivative 4. The NO2 or the PhS substituents in 4 could be replaced regiospecifically by reaction with Me