![C6H5N3
Chemical formula
99°C
Melting point
colourless crystals
Appearance
8.2
pKa
Information
Reaction
Synthesis
Applications
Information
Benzotriazole is an extremely weak base.
The fused benzene ring imparts additional stabilization to the
conjugate base
Benzotriazole forms complexes with numerous metals, acting
frequently as a bridging ligand
It is a stronger NH-acid than indazole, benzimidazole or 1,2,3-triazole.
Reference:[1]
indazole 1,2,3-triazole
benzimidazole
BTA](data:image/gif;base64,R0lGODlhAQABAIAAAAAAAP///yH5BAEAAAAALAAAAAABAAEAAAIBRAA7)
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- 1. Synthesis, Characterization, Structural, Benzotriazole, Benzothiadiazole and Benzoxadiazole By Wael AL-HARBI
- 2. C6H5N3 Chemical formula 99°C Melting point colourless crystals Appearance 8.2 pKa Information Reaction Synthesis Applications Information Benzotriazole is an extremely weak base. The fused benzene ring imparts additional stabilization to the conjugate base Benzotriazole forms complexes with numerous metals, acting frequently as a bridging ligand It is a stronger NH-acid than indazole, benzimidazole or 1,2,3-triazole. Reference:[1] indazole 1,2,3-triazole benzimidazole BTA
- 3. C6H5N3 Chemical formula 99°C Melting point colourless crystals Appearance 8.2 pKa Information Reaction Synthesis Applications Reaction Alkylation of benzotriazoles GRAEBE-ULLMANN reaction Reference:[1] BTA
- 4. C6H5N3 Chemical formula 99°C Melting point colourless crystals Appearance 8.2 pKa Information Reaction Synthesis Applications Synthesis The standard synthesis of benzotriazoles is the cyclocondensation of o-phenylenediamines with sodium nitrite in acetic acid[1]: N H 2 N H 2 R H O N O N H 2 N H R N O N H N N O H H R N H N N R BTA
- 5. C6H5N3 Chemical formula 99°C Melting point colourless crystals Appearance 8.2 pKa Information Reaction Synthesis Applications Synthesis Comparison of Conventional and Microwave-assisted Synthesis of Benzotriazole Derivatives[2]. BTA
- 6. C6H5N3 Chemical formula 99°C Melting point colourless crystals Appearance 8.2 pKa Information Reaction Synthesis Applications Applications Medical Industrial Reference Use Structure Name (IUPAC) [1] Antiemetic 6-Methoxy-3H- benzotriazole-5-carboxylic acid (1-allyl-pyrrolidin-2- ylmethyl)-amide N N H N O NH O N BTA
- 7. C6H5N3 Chemical formula 99°C Melting point colourless crystals Appearance 8.2 pKa Information Reaction Synthesis Applications Applications Medical Industrial Reference Use Structure Name (IUPAC) [1] -prevention of sunburn -photo stabilizers for plastics, rubber and chemical fibres 2-(2-hydroxy-5- methylphenyl) benzotriazole N N N H O BTA
- 8. C6H4N2S Chemical formula 42-44°C Melting point Form: crystalline Colour: beige Appearance --------- pKa Information Reaction Synthesis Applications Information The 2,1,3-benzothiadiazole is an aromatic heterocycle with a planar molecular structure[3]. The 2,1,3-benzothiadiazole (BTD) ring have re-have received much attention in recent years, especially in the last decade, because of their potential use in[3] : This heterocyclic system has a strong electron-withdrawing capacity, and compounds bearing this ring are possible candidates for electron carriers[4]. Depending on the type of substituents and conjugation length, the 2,1,3- benzothiadiazole based materials emit a variety of different colors including: green red blue[4]. BTDs are one of the most important classes of conjugated systems because of their relatively high reduction potential and electron affinity [4] Antibacterial Herbicides Fungicides Gene regulation indazole Fluorescent materials BTD
- 9. C6H4N2S Chemical formula 42-44°C Melting point Form: crystalline Colour: beige Appearance --------- pKa Information Reaction Synthesis Applications Reaction BTD Reference:[4]
- 10. C6H4N2S Chemical formula 42-44°C Melting point Form: crystalline Colour: beige Appearance --------- pKa Information Reaction Synthesis Applications Reaction BTD Reference:[4]
- 11. C6H4N2S Chemical formula 42-44°C Melting point Form: crystalline Colour: beige Appearance --------- pKa Information Reaction Synthesis Applications Synthesis BTD Reference:[4]
- 12. C6H4N2S Chemical formula 42-44°C Melting point Form: crystalline Colour: beige Appearance --------- pKa Information Reaction Synthesis Applications Synthesis BTD N H 2 N H 2 S O O C l C l H N N H 2 S O O C l N H S H N O O C H 2C l2 N S N O H O H H H N S N N S N
- 13. C6H4N2S Chemical formula 42-44°C Melting point Form: crystalline Colour: beige Appearance --------- pKa Information Reaction Synthesis Applications Applications BTD Organic solar cells OLED Technology Biological Compounds 168a,b could also be used to selectively stain nuclear DNA in human stem cells.
- 14. C6H4N2S Chemical formula 42-44°C Melting point Form: crystalline Colour: beige Appearance --------- pKa Information Reaction Synthesis Applications Applications BTD Organic solar cells OLED Technology Biological The liquid crystal transition temperatures of homologues 150a–c decrease as the chain length increases Kelly and co-workers used the BTD unit in the synthesis of new liquid crystal molecules with the possibility of using light-emitting liquid crystals for use in OLEDs, especially with polarized emission
- 15. C6H4N2S Chemical formula 42-44°C Melting point Form: crystalline Colour: beige Appearance --------- pKa Information Reaction Synthesis Applications Applications BTD Organic solar cells OLED Technology Biological
- 16. Chemical formula °C Melting point Appearance pKa Information Reaction Synthesis Applications Information The 2,1,3-benzoxadiazole heterocycle more specifically known as benzofurazan is the oxygen containing analogue of 2,1,3 benzothiadiazole. It also possesses a planar and conjugated bicyclic molecular structure and its derivatives with extended conjugation are highly fluorescent. Due to the presence of oxygen in the heterocycle, the benzofurazan is more electronegative (more electron deficient) compared to 2,1,3- benzothiadiazole. Reference:[3]
- 19. Chemical formula °C Melting point Appearance pKa Information Reaction Synthesis Applications Application use of 4-nitro-2,1,3-benzoxadiazole derivatives of general formula (I) as dye in colorants for keratin fibers such as, for example, wool, silk, furs or hair and particularly human.