13717-93-6

Basic information

• Product Name: 3,6-Diisopropyl-1,2,4,5-tetrazine
• Synonyms: 3,6-Diisopropyl-1,2,4,5-tetrazine
• CAS NO: 13717-93-6
• Molecular Formula: C8H14N4
• Molecular Weight: 166.22
• Mol File: 13717-93-6.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,6-Diisopropyl-1,2,4,5-tetrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-Diisopropyl-1,2,4,5-tetrazine(13717-93-6)
• EPA Substance Registry System: 3,6-Diisopropyl-1,2,4,5-tetrazine(13717-93-6)

Safety Data

• Hazardous Substances Data: 13717-93-6(Hazardous Substances Data)

Upstream product

• 1448811-54-8 3,6-diisopropyl-1,4-ditosyl-1,4-dihydro-1,2,4,5-tetrazine 
• 78-82-0 Isobutyronitrile 
• 56873-77-9 3,6-diisopropyl-1,2⁽⁴⁾-dihydro-[1,2,4,5]tetrazine 

Relevant articles and documents

Bio-orthogonal click-and-release donation of caged carbonyl sulfide (COS) and hydrogen sulfide (H2S)

Hydrogen sulfide (H2S) is an important biomolecule with high therapeutic potential. Here we leverage the inverse-electron demand Diels-Alder (IEDDA) click reaction between a thiocarbamate-functionalized trans-cyclooctene and a tetrazine to deliver carbonyl sulfide (COS), which is quickly converted to H2S by the uniquitous enzyme carbonic anhydrase (CA), thus providing a new strategy for bio-orthogonal COS/H2S donation.

Catalyst-free photooxidation reaction from 1,4-dihydropyridazine to pyridazine under air

In the inverse electron-demand Diels–Alder (iEDDA) reactions between tetrazines and strained alkenes, a mixture of 1,4-dihydropyridazine isomers are formed first, and they are then oxidized to pyridazines. Although the products of these related oxidation processes converge as pyridazines, the oxidation rate is quite low with some substrates. In this study, we revealed that 1,4-dihydropyridazines formed in the iEDDA reactions were oxidized to pyridazines by simply irradiating with an ultraviolet light under an air atmosphere. Our experimental results implied that singlet oxygen was formed in the course of the reactions to oxidize the 1,4-dihydropyridazine molecules.

CHEMICALLY CLEAVABLE GROUP

Disclosed is the use of the reactive components of the inverse electron-demand Diels Alder reaction for chemical masking and unmasking in vitro. This can be applied in complex chemical reactions and, particularly in the synthesis of biomolecules, e.g. on solid supports. The reactice components are a dienophile, particularly a trans-cyclooctene, and a diene, particularly a tetrazine.