59918-60-4

Basic information

• Product Name: 3,6-di(thiophen-2-yl)-1,2,4,5-tetrazine
• Synonyms: 3,6-di(thiophen-2-yl)-1,2,4,5-tetrazine
• CAS NO: 59918-60-4
• Molecular Formula: C₁₀H₆N₄S₂
• Molecular Weight: 246.31144
• Mol File: 59918-60-4.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,6-di(thiophen-2-yl)-1,2,4,5-tetrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-di(thiophen-2-yl)-1,2,4,5-tetrazine(59918-60-4)
• EPA Substance Registry System: 3,6-di(thiophen-2-yl)-1,2,4,5-tetrazine(59918-60-4)

Safety Data

• Hazardous Substances Data: 59918-60-4(Hazardous Substances Data)

Usage

General Description

3,6-di(thiophen-2-yl)-1,2,4,5-tetrazine is an organic compound with the molecular formula C8H4N4S2. It is a tetrazine derivative that contains two thiophene rings. Tetrazines are known for their ability to undergo bioorthogonal reactions, making them valuable in chemical biology and bioconjugation applications. The presence of thiophene rings in this compound provides additional reactivity and potential applications in materials science. 3,6-di(thiophen-2-yl)-1,2,4,5-tetrazine may have potential uses in the development of fluorescent probes, molecular sensors, and other functional materials due to its unique structural features and potential reactivity. Further research into its properties and applications could lead to a better understanding of its potential in various fields of chemistry and materials science.

Upstream product

• 2361-27-5 2-thienylhydrazide 
• 36331-49-4 2-thiophenecarbaldehyde tosylhydrazone 
• 54610-75-2 2-thiophenecarboxamidine 
• 1448811-50-4 3,6-di(thiophen-2-yl)-1,4-bis(tosyl)-1,4-dihydro-1,2,4,5-tetrazine 
• 59918-58-0 C₁₀H₈N₄S₂ 
• 1003-31-2 thiophene-2-carbonitrile 
• 59918-58-0 3,6-di-thiophen-2-yl-1,2⁽⁴⁾-dihydro-[1,2,4,5]tetrazine 
• 54610-52-5 ethyl thiophene-2-carboximidate hydrochloride 

Downstream Products

• 82488-90-2 3,6-Di(2-thienyl)-4-<1-(o-aminophenyl)-1-methyl-ethyl>-pyridazin 
• 82488-91-3 10,10-Dimethyl-1,4-di(2-thienyl)-5,10-dihydro-pyridazino<4,5-b>chinolin 
• 1602746-21-3 9,16-diphenyl-11,14-di(thien-2-yl)-1,6-dihydrobenzo[8,9]triphenyleno-[2,3-g]phthalazine 
• 1029698-81-4 Pt2(μ-3,6-bis(thienyl)-1,2,4,5-tetrazine(-2H))(dimethylsulfoxide)2(2,4,6-trimethylphenyl)2] 
• 31378-26-4 tris(2,4-pentanedionato)ruthenium(III) 
• 876131-87-2 (Ru(CH₃COCHCOCH₃)2)2((SC₄H₃CNHN)2) 

Relevant articles and documents

Synthesis of new substituted tetrazines: Electrochemical and spectroscopic properties

Original tetrazines substituted by heterocyclic rings have been prepared. Their syntheses, as well as their electrochemical and spectroscopic features, are described. Calculations have also been made on the cation radicals, anion radicals and neutral compounds and are in correct agreement with the experimental results. All compounds are electroactive, both in oxidation and reduction, and display two absorption bands in the UV and visible regions of the spectrum. Reduction potentials and maximum wavelengths are correlated with the electron-rich character of the heterocyclic substituent on the tetrazine ring. None of these compounds gives good quality polymers upon electro-oxidation, which was unexpected, especially for the bis(2-pyrrolyl) tetrazine. This latter result can be explained by the occurrence of a self-deprotonation equilibrium in the cation radical.

ADDITIVE FOR IMPARTING LOW HEAT BUILD-UP TO RUBBER COMPONENT

Provided is an additive for imparting low heat build-up to a rubber component, wherein the additive includes a tetrazine compound represented by general formula (1): (wherein X1 and X2 are the same or different and represent a hydrogen atom or an alkyl, alkylthio, aralkyl, aryl, arylthio, heterocyclic, or amino group; and each of these groups may have one or more substituents), or a salt thereof.

Synthesis and photovoltaic application of low-bandgap conjugated polymers by incorporating highly electron-deficient pyrrolo[3,4-d]pyridazine-5,7-dione units

Two donor-acceptor polymer semiconductors based on highly electron-deficient pyrrolo[3,4-d]pyridazine-5,7-dione unit were synthesized by Stille cross-coupling polymerization, and their thermal property, photophysical property, electrochemical property, microstructure, application as organic thin-film transistors, and photovoltaic property were investigated. Because of the strong electron-accepting characteristic of pyrrolo[3,4-d]pyridazine-5,7-dione, the new polymers (P1 and P2) exhibited much wider absorption, smaller bandgaps (1.70 vs 1.98 eV), and deeper LUMO levels (-3.60 vs -3.37 eV) than those of a phthalimide-based polymer PBDT-PhBT (Figure 1). The fabricated organic thin-film transistor devices exhibited hole-transport behavior, and the highest mobility of 1.14 × 10-3 cm2 V-1 s-1 was obtained. The bulk-heterojunction solar cells based on the two polymers as the electron donors and PC71BM as the electron acceptor showed a high open-circuit voltage and achieved a power conversion efficiency of 2.71% and 3.66% for polymers P1 and P2, respectively.