6830-78-0

Basic information

• Product Name: 3,6-DIPHENYL-1,2,4,5-TETRAZINE
• Synonyms: 2,6-diphenyl-s-tetrazin;3,6-Diphenyl-1,2,4,5-tetraazine;3,6-Diphenyl-sym-tetrazine;3,6-Diphenyltetrazine;4,5-tetrazine,3,6-diphenyl-2;Diphenyl-s-tetrazine;s-Tetrazine, 3,6-diphenyl-;1,2,4,5-Tetrazine, 3,6-diphenyl-
• CAS NO: 6830-78-0
• Molecular Formula: C₁₄H₁₀N₄
• Molecular Weight: 234.26
• Product Categories: Heterocyclic Building Blocks;N-Containing;Others
• Mol File: 6830-78-0.mol
• Article Data: 36

Chemical Properties

• Melting Point: 198 °C (dec.)(lit.)
• Boiling Point: 446 °C at 760 mmHg
• Flash Point: 208.7 °C
• Appearance: white crystalline powder
• Density: 1.214 g/cm³
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: chloroform: soluble25mg/mL, clear, very dark red
• PKA: 0.36±0.10(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: 3,6-DIPHENYL-1,2,4,5-TETRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-DIPHENYL-1,2,4,5-TETRAZINE(6830-78-0)
• EPA Substance Registry System: 3,6-DIPHENYL-1,2,4,5-TETRAZINE(6830-78-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: XF6863300
• Hazardous Substances Data: 6830-78-0(Hazardous Substances Data)

Usage

Description

3,6-Diphenyl-1,2,4,5-tetrazine is an electron-deficient heteroaromatic azadiene known for its participation in inverse electron demand cycloaddition reactions with various dienophiles. It is characterized by its tunable reaction rates and electron transport properties, making it a versatile compound in chemical synthesis and research.

Uses

Used in Chemical Synthesis:
3,6-Diphenyl-1,2,4,5-tetrazine is used as a key intermediate in the preparation of dihydropyridazine derivatives through its reaction with cis,cis-cycloocta-1,5-diene. This application takes advantage of its ability to participate in inverse electron demand Diels-Alder reactions, allowing for the creation of complex molecular structures.
Used in Research and Development:
The electron transport characteristics of 3,6-diphenyl-1,2,4,5-tetrazine (DPT) have been studied using the density functional theory (DFT) method, which aids in understanding its potential applications in various fields, such as materials science and electronics.
Used in Fullerene Chemistry:
3,6-Diphenyl-1,2,4,5-tetrazine undergoes thermal Diels-Alder reactions with C60, resulting in monoadducts with a diaryldihydropyridazine function nested atop the fullerene. This application highlights its utility in the synthesis of novel fullerene-based materials with potential applications in areas such as energy storage and conversion, as well as in the development of new materials with unique electronic properties.

InChI:InChI=1/C14H10N4/c1-3-7-11(8-4-1)13-15-17-14(18-16-13)12-9-5-2-6-10-12/h1-10H

Upstream product

• 100-01-6 4-nitro-aniline 
• 62008-66-6 1-(5α-cholestan-3β-yl)-1-phenylmethylenedimethylammonium chloride 
• 79834-70-1 N-(2-Chlor-ethyl)benzamidchlorid 
• 58106-82-4 3-(methylthio)-6-phenyl-1,2,4,5-tetrazine 
• 98-80-6 phenylboronic acid 
• 17224-04-3 2-[(tetrahydro-2H-pyran-2-yl)oxy]propionitrile 
• 100-47-0 benzonitrile 
• 729-44-2 1,2-bis[chloro(phenyl)methylidene]hydrazone 
• 98-88-4 benzoyl chloride 
• 787-84-8 N'-benzoylbenzohydrazide 
• 1666-17-7 benzaldehyde p-toluenesulfonylhydrazone 
• 69374-62-5 3,6-diphenyl-1,4-di(p-tolylsulfonyl)-1,4-dihydro-1,2,4,5-tetrazine 
• 140-53-4 p-chlorobenzyl cyanide 
• 104-47-2 p-methoxybenzylnitrile 

Downstream Products

• 82488-82-2 3,6-Diphenyl-4-(2,2-dimethyl-3-amino)-propyl-pyridazin 
• 82488-98-0 1,4-Diphenyl-7,7-dimethyl-7,8-dihydro-pyrrolo<2,3-d>pyridazin 
• 82488-97-9 3,6-Diphenyl-4-(3-amino-3-methyl)-propyl-pyridazin 
• 104739-25-5 2,3-Dihydro-1-methyl-4,7-diphenyl-1H-pyrrolo<2,3-d>pyridazin 
• 87439-77-8 3,5,6-triphenyl-1,4-dihydropyridazine 
• 125256-67-9 4a,5,6,7,8,9,10,10a-Octahydro-4a-morpholino-1,4-diphenylcyclooctapyridazine 
• 68629-76-5 5,6,7,8,9,10-Hexahydro-1,4-diphenylcycloocta<1,2-d>pyridazin 
• 82488-99-1 1,4-Diphenyl-5,6-dihydro<1,2,4>triazino<5,4-a>isochinolin 
• 2272-60-8 4a,6,7,7a-Tetrahydro-4a-morpholino-1,4-diphenyl-5H-cyclopentapyridazine 
• 2272-61-9 6,7-Dihydro-1,4-diphenyl-5H-cyclopentapyridazine 
• 125256-66-8 4a,5,6,7,8,8a-Hexahydro-4a-morpholino-1,4-diphenylphthalazine 
• 68629-74-3 5,6,7,8-Tetrahydro-1,4-diphenylphthalazine 
• 82488-88-8 3,6-Diphenyl-4-<1-(o-aminophenyl)-1-methyl-ethyl>-pyridazin 
• 82488-89-9 10,10-Dimethyl-1,4-diphenyl-5,10-dihydro-pyridazino<4,5-b>chinolin 

Relevant articles and documents

Bridge-Clamp Bis(tetrazine)s with [N]8 π-Stacking Interactions and Azido-s-Aryl Tetrazines: Two Classes of Doubly Clickable Tetrazines

Click chemistry at a tetrazine core is useful for bioorthogonal labeling and crosslinking. Introduced here are two new classes of doubly clickable s-aryl tetrazines synthesized by Cu-catalyzed cross-coupling. Homocoupling of o-brominated s-aryl tetrazines leads to bis(tetrazine)s structurally characterized by tetrazine cores arranged face-to-face. [N]8 π-stacking interactions are essential to the conformation. Upon inverse electron demand Diels–Alder (iEDDA) cycloaddition, the bis(tetrazine)s produce a unique staple structure. The o-azidation of s-aryl tetrazines introduces a second proximal intermolecular clickable function that leads to double click chemistry opportunities. The stepwise introduction of fluorophores and then iEDDA cycloaddition, including bioconjugation to antibodies, was achieved on this class of tetrazines. This method extends to (thio)etherification, phosphination, trifluoromethylation and the introduction of various bioactive nitrogen-based heterocycles.

SYNTHETIC SPHINGOLIPID INSPIRED MOLECULES WITH HETEROAROMATIC APPENDAGES, METHODS OF THEIR SYNTHESIS AND METHODS OF TREATMENT

Small molecules compounds and methods of their synthesis are provided. Formulations and medicaments are also provided that are directed to the treatment of disease, such as, for example, neoplasms, cancers, and other diseases. Therapeutics are also provided containing a therapeutically effective dose of one or more small molecule compounds, present either as pharmaceutically effective salt or in pure form, including, but not limited to, formulations for oral, intravenous, or intramuscular administration.

Iridium complex and organic electroluminescence device using the same

Provided are: an iridium complex represented by formula (1); and an organic electroluminescent element which uses the iridium complex as a phosphorescent dopant material. The organic electroluminescent element can exhibit good performance, such as reduced driving voltage, improved current efficiency, or a long half-life period.