30169-25-6

Basic information

• Product Name: 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine
• Synonyms: 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine;3,6-Bis(2,4-DiMethyl-1H-pyrrol-1-yl)-1,2,4,5-tetrazine;3,6-BIS(3,5-DIMETHYL-1H-PYRAZOL-1-YL)-1,2,4,5-TETRAAZIN;bis(3,5-diMethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine;3,6-bis(2,4-dimethylpyrrol-1-yl)-1,2,4,5-tetrazine
• CAS NO: 30169-25-6
• Molecular Formula: C₁₂H₁₄N₈
• Molecular Weight: 270.29316
• Mol File: 30169-25-6.mol
• Article Data: 21

Chemical Properties

• Melting Point: 216-218℃
• Boiling Point: 533.695 °C at 760 mmHg
• Flash Point: 276.569 °C
• Appearance: /
• Density: 1.44
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: -4.09±0.31(Predicted)
• CAS DataBase Reference: 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine(30169-25-6)
• EPA Substance Registry System: 3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine(30169-25-6)

Safety Data

• Hazardous Substances Data: 30169-25-6(Hazardous Substances Data)

Usage

Uses

3,6-Bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazine is a reagent used to prepare 3-arylamino-6-benzylamino-1,2,4,5-tetrazines with antimalarial activities.

Upstream product

• 30169-21-2 3,6-bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,4-dihydro-1,2,4,5-tetrazine 
• 5329-29-3 triaminoguanidine hydrochloride 
• 123-54-6 acetylacetone 
• 30169-21-2 3,6-bis(3,5-dimethylpyrazol-1-yl)-1,4-dihydro-1,2,4,5-tetrazine 

Downstream Products

• 67-51-6 3,5-dimethyl-1H-pyrazole 
• 270588-75-5 3-(3,5-dimethyl-1H-pyrazol-1-yl)-6-methoxy-1,2,4,5-tetrazine 
• 270588-68-6 [6-(3,5-dimethyl-pyrazol-1-yl)-[1,2,4,5]tetrazin-3-yl]-m-tolyl-amine 
• 484024-96-6 6-(1-adamantylamino)-3-(3,5-dimethylpyrazol-1-yl)-1,2,4,5-tetrazine 
• 1202474-92-7 C₂₀H₁₉BF₂N₆ 
• 270588-70-0 N-(4-chlorophenyl)-6-(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazin-3-amine 
• 270588-66-4 6-(3,5-dimethyl-1H-pyrazol-1-yl)-N-phenyl-1,2,4,5-tetrazin-3-amine 
• 1242928-96-6 3-(6-(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazin-3-ylamino)phenol 
• 270588-59-5 N-benzyl-6-(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazin-3-amine 
• 1242928-97-7 N-(3-(2-(dimethylamino)ethoxy)phenyl)-1,4-dihydro-6-(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazin-3-amine 
• 135562-01-5 1,4-di-(3,5-dimethylpyrazol-1-yl)-5H-pyridazino[4,5-b]indole 
• 30169-21-2 3,6-bis(3,5-dimethylpyrazol-1-yl)-1,4-dihydro-1,2,4,5-tetrazine 

Relevant articles and documents

An Unusual Layered Crystal Packing Gives Rise to a Superior Thermal Stability of Energetic Salt of 3,6-Bishydrazino-1,2,4,5-tetrazine

Five energetic salts of 3,6-bishydrazino-1,2,4,5-tetrazine (BHT), namely (BHT)2(NTO)3 (3), (BHT)(BTT)·2H2O (4), (BHT)(DNP)2 (5), (BHT)(NATr)2 (6), and (BHT)(FOX-7)2 (7), were synthesized and fully characterized by elemental analysis, FT-IR, and mass spectra. The crystal structures of salts 3 and 4 were obtained and determined. Sensitivities towards outside stimuli and thermal behaviors of all the compounds were investigated, besides, thermodynamics of both 3 and 4 were calculated as well. The compounds 3–7 exhibit splendid thermal stabilities and satisfactory sensitivities simultaneously. Notably, unlike the previously known layered packing, compound 4 was found to adopt an unusual layered crystal packing with arch layers alternately arranged upward or downward. It may play an important role in contributing to its superior thermal stability (350 °C), providing an enlightening thinking to design new highly thermal stable energetic materials.

Nucleophilic Attack on Nitrogen in Tetrazines by Silyl-Enol Ethers

The nucleophilic addition of silyl-enol ethers to nitrogen in 3-monosubstituted s-tetrazines mediated by BF3 is reported. The preference for this azaphilic addition over the usually observed inverse electron demand Diels-Alder reactions was evaluated theoretically and corroborated by experiments. The substrate dependency of this unusual reaction was rationalized by determination of the activation barriers and on the basis of the activation strain model by employing density functional theory.

Tetrazine-furazan ring high-nitrogen energetic compound and synthesis method thereof

The invention relates to a tetrazine-furazan ring high-nitrogen energetic compound and a synthesis method thereof. The compound is named as 4-amino-N-(3-amino-[1,2,4]triazolo[4,3-b][1,2,4,5-]tetrazine)-1,2,5-oxadiazole-3-amine. The preparation method comprises the following steps: dissolving a compound 2 in DMF, adding sodium hydride under the protection of nitrogen, stirring for 23-26 minutes atthe room temperature, adding a compound 1, reacting for 38-42 minutes, and after the reaction is finished, separating and purifying by column chromatography to obtain a target compound. Furazan ring is used as a latent nitro group and introduced into a tetrazine ring, the energy density and detonation velocity of the compound can be improved, the oxygen balance can be improved, and the synthesis method is simple and safe to operate, short in reaction time, green and environment-friendly.