96898-32-7

Usage

Type

Disodium salt of 1,4-dihydro-[1,2,4,5]tetrazine-3,6-dicarboxylic acid

Appearance

White to off-white crystalline powder

Solubility

Sparingly soluble in water

Synthesis

Used in the synthesis of various organic compounds and pharmaceuticals

Materials Science

Potential applications in the field of materials science

Drug Delivery Systems

Development of novel drug delivery systems

Medical Research

May have uses in medical research

Diagnostics

Potential applications in diagnostics

Versatility

A versatile chemical with various potential applications in different fields

InChI:InChI=1/C4H4N4O4.2Na/c9-3(10)1-5-7-2(4(11)12)8-6-1;;/h(H,5,6)(H,7,8)(H,9,10)(H,11,12);;/q;2*+1/p-2

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 

Downstream Products

• 3787-09-5 1,4-dihydro-1,2,4,5-tetrazine-3,6-dicarboxylic acid 
• 113631-48-4 Sodium s-tetrazine-3,6-dicarboxylate 

Relevant academic research and scientific papers

Copper-Free Click Reaction Sequence: A Chemoselective Layer-by-Layer Approach

An additive-free chemoselective ligation of dual clickable building blocks is demonstrated. The challenge of balancing reactivity and stability was achieved by employing a small, electron-deficient tetrazine bearing an azido group and an enol ether functionalized cyclooctyne. The chemoselective sequence of strain-promoted azide-alkyne cycloaddition (SPAAC) and inverse-electron-demand Diels-Alder (IEDDA) reaction is demonstrated with a cholic acid derived triazide as a molecular surface model for layer-by-layer synthesis.

Structure and properties of nitrogen-rich 1,4-dicyanotetrazine, C4N6: A comparative study with related tetracyano electron acceptors

The crystal structure, redox electrochemical stability, and reaction chemistry of 1,4-dicyanotetrazine (DCNT) has been experimentally characterized. These experimental results were rationalized by the results of theoretical calculations of the electronic structure, spin and charge distributions, electronic absorption spectra, and electron affinity and compared with the results for related the tetracyano electron acceptors tetracyanoethylene (TCNE), 7,7,8,8-tetracyano-p-quinodimethane (TCNQ), and 2,3,5,6-tetracyanopyrazine (TCNP). DCNT is made from the dehydration of 1,2,4,5-tetrazine-3,6-dicarboxamide, and because of the unusual deep-magenta color of the dicarboxamide in the solid state, its hydrogen-bonded layered structure, electronic structure, and electronic absorption spectra were determined. The magenta color is attributed to its absorptions at 532 nm (18 800 cm-1), and this corresponds to normalized chromaticity coordinates of x = 0.42 and y = 0.31 in the pink/red/orange part of the 1931 CIE chromaticity diagram. In contrast with previous reports, DCNT exhibits an irreversible one-electron reduction at -0.09 V vs SCE (MeCN), and reduced forms of DCNT have yet to be isolated and characterized. In addition, the reactions of DCNT with V(CO)6, FeII(C5Me5)2, and I- are discussed.