37932-46-0

Usage

General Description

1,2,4,5-Tetrazine, 3,6-bis(4-bromophenyl)-, also known as TzPh-Br, is a chemical compound that belongs to the tetrazine family. It is a substituted tetrazine with two bromophenyl substituents at the 3 and 6 positions. 1,2,4,5-Tetrazine, 3,6-bis(4-bromophenyl)- is commonly used in the field of organic chemistry for its ability to undergo rapid and selective reactions with strained alkenes, making it useful for bioorthogonal chemistry and in the development of molecular imaging probes. TzPh-Br has also shown potential applications in materials science, particularly in the development of high-energy density materials and fluorescent probes. Its unique structure and reactivity make it a versatile and valuable tool for a variety of scientific and industrial applications.

Upstream product

• 68614-69-7 3,6-bis-(4-bromo-phenyl)-1,4-dihydro-[1,2,4,5]tetrazine 
• 1448811-43-5 3,6-bis(4-bromophenyl)-1,4-bis(tosyl)-1,4-dihydro-1,2,4,5-tetrazine 
• 19350-68-6 p-bromobenzaldehyde tosylhydrazone 
• 61750-21-8 4-(4-Bromothiobenzoyl)morpholine 
• 619-72-7 4-nitrobenzonitrile 
• 304658-76-2 3,6-bis-(4-aminophenyl)-1,2-dihydro-1,2,4,5-tetrazine 
• 873-74-5 4-Aminobenzonitrile 
• 623-00-7 4-bromobenzenecarbonitrile 
• 54983-19-6 4,4'-(1,2,4,5-tetrazine-3,6-diyl)dianiline 
• 110-46-3 isopentyl nitrite 

Downstream Products

• 56250-92-1 3-(4-bromophenyl)-5-phenyl-1H-1,2,4-triazole 
• 1166260-52-1 7,10-bis(4-bromophenyl)acenaphtho[1,2-d]pyridazine 
• 1166260-75-8 7,10-bis(4-bromophenyl)-1,6-dimethylacenaphtho[1,2-d]pyridazine 

Relevant academic research and scientific papers

Convenient One-Pot Synthesis of 1,2,3,4-Thiatriazoles Towards a Novel Electron Acceptor for Highly-Efficient Thermally-Activated Delayed-Fluorescence Emitters

A novel and unexpected convenient one-pot synthesis of 1,2,3,4-thiatriazoles has been discovered while investigating the classical tetrazine “Pinner synthesis”. The synthetic route starts from commercially-available nitrile derivatives and gives good to high yields (51–80 %) with no need to isolate any thioacylating agents. The crucial impact of the solvent on the outcome of the modified “Pinner synthesis” is moreover examined and discussed. Using this new synthetic route, a novel donor-acceptor thiatriazole derivative has been prepared, which exhibits prominent thermally-activated delayed fluorescence (TADF) in both solution and film. The photoluminescence quantum yield (PLQY) in methylcyclohexane (MCH) and Zeonex (a cyclo olefin polymer) in oxygen-free conditions were determined to be 76 and 99 %, respectively. This work provides an efficient and practical synthetic approach to functionalized 1,2,3,4-thiatriazole derivatives, and will noticeably facilitate the application of 1,2,3,4-thiatriazole as an electron acceptor in organic electronics.

Novel s-tetrazine-based dyes with enhanced two-photon absorption cross-section

This paper reports the synthesis and the linear and non-linear absorption properties of a series of new tetrazine-based D-π-A-π-D and D-π-A type dyes. In these derivatives, a central tetrazine core was connected with one or two terminal triphenylamine moi

Triphenylamine/tetrazine based π-conjugated systems as molecular donors for organic solar cells

Conjugated systems built by connecting one electron-donor triphenylamine to an electron-withdrawing tetrazine have been prepared using various linkers. We describe here the synthesis, the electrochemical properties and some photophysical properties of the

Novel synthesis of 3,6-disubstituted-1,2,4,5-tetrazine derivatives from hydrazones by using [hydroxyl(tosyloxy)iodo]benzene

A mild and efficient protocol for the construction of 1,4-dihydro-3,6- disubstituted-1,4-bis(p-toluenesulfonyl)-1,2,4,5-tetrazines from p-toluenesulfonyl hydrazones mediated by [hydroxyl(tosyloxy)iodo]benzene in the presence of pyridine has been developed. This protocol affords the products in good to excellent yields. The corresponding 3,6-disubstituted-1,2,4,5-tetrazines can be easily obtained through one-step N-deprotection of p-toluensulfonyl groups and aromatization by tetrabutyl ammonium fluoride in THF. A mechanism has been proposed.

Diazocinones: Synthesis and conformational analysis

1,2,4,5-Tetrazines (prepared from aryl nitriles) condense with isoxazolylcyclobutanones (prepared from 3-benzenesulfonyl-3-vinylcyclobutanol) in methanolic KOH to give conformationally restricted 6-isoxazol-5-yl-6,7- dihydro-5H-[1,2]diazocin-4-ones. The s

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

Practical synthesis of bis-substituted tetrazines with two pendant 2-pyrrolyl or 2-thienyl groups, precursors of new conjugated polymers

Novel linear oligoheterocycles based on substituted tetrazines are described. The desired compounds have been accomplished by a variation of the original Pinner [Ann. Chem., 297 (1897) 221] synthesis in which the aromatic nitrile reacted with hydrazine in

BADANIA W DZIEDZINIE TIOAMIDOW I ICH POCHODNYCH IX. SYNTEZA POCHODNYCH 1,2,4,5-TETRAZYNY

In reactions of N,N-disubstituted thioamides, derivatives of 4-thiobenzoylmorpholine, 1-thiobenzoylpiperidine and N1,N2-di(α-morpholinobenzylidene)azine, N1,N2-di(α-piperidinobenzylidene)azine also 4-(R-α-phenylaminobenzylidene)morpholinium and 1-(R-α-phenylaminobenzylidene)piperidinium iodides with hydrazine there was obtained a series compounds, derivatives of 1,2,4,5-tetrazine.Structures of obtained compounds have been determined by elemental analysis and on the ground of their UV and IR spectra.