1671-87-0

Basic information

• Product Name: 3,6-DI-2-PYRIDYL-1,2,4,5-TETRAZINE
• Synonyms: Bptz 3,6-Bis(2-pyridinyl)-1,2,4,5-tetrazine 3,6-Di-2-pyridyl-s-tetrazine;3,6-Bis(2-pyridyl)-1,2,4,5-tetrazine;3,6-di(pyridin-2-yl)-1,2,4,5-tetrazine;3,6-Di-2-pyridyl-1,2,4,5-tetrazine 96%;3,6-BIS(2-PYRIDINYL)-1,2,4,5-TETRAZINE;3,6-DI-2-PYRIDINYL-1,2,4,5-TETRAZINE;3,6-DI-2-PYRIDYL-1,2,4,5-TETRAZINE;3,6-DI-2-PYRIDYL-S-TETRAZINE
• CAS NO: 1671-87-0
• Molecular Formula: C₁₂H₈N₆
• Molecular Weight: 236.23
• Product Categories: Heterocyclic Compounds;Heterocyclic Building Blocks;N-Containing;Others
• Mol File: 1671-87-0.mol
• Article Data: 11

Chemical Properties

• Melting Point: 225 °C (dec.)(lit.)
• Boiling Point: 509.1°Cat760mmHg
• Flash Point: 245.7°C
• Appearance: /
• Density: 1.317g/cm³
• Vapor Pressure: 5.59E-10mmHg at 25°C
• Refractive Index: 1.632
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: -1.77±0.11(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 3,6-DI-2-PYRIDYL-1,2,4,5-TETRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-DI-2-PYRIDYL-1,2,4,5-TETRAZINE(1671-87-0)
• EPA Substance Registry System: 3,6-DI-2-PYRIDYL-1,2,4,5-TETRAZINE(1671-87-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 1671-87-0(Hazardous Substances Data)

Usage

Description

3,6-Di-2-pyridyl-1,2,4,5-tetrazine is a chemical compound known for its unique properties and potential applications in various fields. It is characterized by its ability to undergo solid-state reactions with fullerene C60 using high-speed vibration milling techniques and acts as an electron-deficient diene in the inverse electron demand Diels Alder reaction.

Uses

Used in Chemical Synthesis:
3,6-Di-2-pyridyl-1,2,4,5-tetrazine is used as a key component in the preparation of mononuclear, cyclic tetranuclear, and 1-D helical-chain Cu(II) complexes. This is achieved through metal-assisted hydrolysis, which allows for the creation of these complexes with specific properties and potential applications.
Used in Coordination Chemistry:
In the field of coordination chemistry, 3,6-Di-2-pyridyl-1,2,4,5-tetrazine is used in the synthesis of novel cyclic tetranuclear ZnII complexes. These complexes exhibit unique structural and electronic properties, making them valuable for further research and potential applications in various areas.
Used in Organic Chemistry:
3,6-Di-2-pyridyl-1,2,4,5-tetrazine is also utilized in the synthesis of substituted 3,6-di(2-pyridyl)pyridazines through inverse electron demand Diels Alder reaction with alkenes or alkynes. This reaction provides a route to access a variety of novel and potentially useful compounds with diverse applications in organic chemistry and related fields.
Used in Materials Science:
The solid-state reaction of 3,6-Di-2-pyridyl-1,2,4,5-tetrazine with fullerene C60, facilitated by high-speed vibration milling, opens up possibilities for the development of new materials with unique electronic, optical, and structural properties. These materials could have potential applications in various industries, such as electronics, energy storage, and nanotechnology.

InChI:InChI=1/C12H8N6/c1-3-7-13-9(5-1)11-15-17-12(18-16-11)10-6-2-4-8-14-10/h1-8H

Upstream product

• 74222-83-6 benzamidine hydrochloride dihydrate 
• 65520-11-8 2-cyano-pyridine hydrochloride 
• 100-70-9 2-Cyanopyridine 
• 19081-87-9 N,N'-bis(picolinamide)azine 
• 1671-86-9 3,6-di(pyridin-2-yl)-1,4-dihydro-1,2,4,5-tetrazine 
• 1671-86-9 3,6-bis(2-pyridyl)-1,2-dihydro-1,2,4,5-tetrazine 
• 75-05-8 acetonitrile 

Downstream Products

• 65647-72-5 4,7-di-pyridin-2-yl-(3ar,7ac)-3a,7a-dihydro-3H-oxazolo[4,5-d]pyridazin-2-one 
• 25283-02-7 1,2,3,4-tetrachloroanthracene 
• 36901-11-8 3,6-di(pyridin-2'-yl)-s-tetrazine 
• 915696-94-5 4,4'-(1,4-phenylene)bis(3,6-dipyridin-2-ylpyridazine) 
• 289-80-5 1,2-diazine 

Relevant articles and documents

A novel route to fully substituted 1H-pyrazoles

A novel one-step synthesis route to fully substituted pyrazol-4-ols is reported. This simple yet nonobvious method for the construction of pyrazol-4-ols by the condensation-fragmentation-cyclization-extrusion reactions of thietanones with 1,2,4,5-tetrazin

Functionalized 2,5-dipyridinylpyrroles by electrochemical reduction of 3,6-dipyridinylpyridazine precursors

The ring contraction of pyridinylpyridazine derivatives into the corresponding pyrroles by electrochemical reduction was studied, and the influence of the substituents of the pyridazine precursors on the process is discussed. Cyclic voltammetry studies underlines the electron-withdrawing or -donating effect of the substituent on the pyridazine ring, which determines the reaction pathway of their preparative electrolysis. The ring-contraction process, with extrusion of nitrogen, proceeds by two subsequent two-electron, two-proton processes via a 1,2-dihydropyridazine intermediate. The latter can either rearrange into an isolable 1,4-dihydropyridazine or undergo formation of pyrroles by disproportionation or by a second electrochemical reduction involving two-electrons and two protons. X-ray structure, fluorescence spectra, and conformational analysis of pyridinylpyrrole sequences supported this study. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Tetrazine Assists Reduction of Water by Phosphines: Application in the Mitsunobu Reaction

Reaction of 3,6-disubstituted-1,2,4,5-tetrazines with water and PEt3forms the corresponding 1,4-dihydrotetrazine and OPEt3. Thus PEt3, as a stoichiometric reductant, reduces water, and the resulting two reducing equivalent

3,6-Substituted-1,2,4,5-tetrazines: Tuning reaction rates for staged labeling applications

Cycloaddition reactions involving tetrazines have proven to be powerful bioorthogonal tools for various applications. Conceivably, sequential and selective labeling using tetrazine-based reactions can be achieved by tuning the reaction rate. By varying th