2096-20-0

Basic information

• Product Name: 3,5-diMethoxypyridazine
• Synonyms: 3,5-diMethoxypyridazine
• CAS NO: 2096-20-0
• Molecular Formula: C6H8N2O2
• Molecular Weight: 140.13992
• Mol File: 2096-20-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 294.8°Cat760mmHg
• Flash Point: 108.1°C
• Appearance: /
• Density: 1.131g/cm³
• Vapor Pressure: 0.0028mmHg at 25°C
• Refractive Index: 1.489
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3,5-diMethoxypyridazine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-diMethoxypyridazine(2096-20-0)
• EPA Substance Registry System: 3,5-diMethoxypyridazine(2096-20-0)

Safety Data

• Hazardous Substances Data: 2096-20-0(Hazardous Substances Data)

Usage

General Description

3,5-dimethoxypyridazine is a chemical compound that belongs to the pyridazine group of heterocyclic compounds. It is characterized by the presence of two methoxy (-OCH3) groups attached to the 3rd and 5th carbon atoms of the pyridazine ring. 3,5-dimethoxypyridazine is often used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. Its specific chemical structure and properties make it a useful building block for the production of various organic compounds. Additionally, 3,5-dimethoxypyridazine has been studied for its potential biological activities and is of interest in the field of medicinal chemistry. Overall, this compound has applications in both the chemical industry and the pharmaceutical sector.

InChI:InChI=1/C6H8N2O2/c1-9-5-3-6(10-2)8-7-4-5/h3-4H,1-2H3

Upstream product

• 67-56-1 methanol 
• 123696-02-6 3-chloro-5-methoxy-pyridazine 
• 1837-55-4 3,5-dichloropyridazine 
• 173206-12-7 4-chloro-5-methoxy-2-(tetrahydro-2H-pyran-2-yl)-3(2H)-pyridazinone 
• 173206-14-9 5-methoxy-2-(tetrahydro-2H-pyran-2-yl)-3(2H)-pyridazinone 
• 123696-01-5 3-methoxy-3(2H)-pyridazinone 

Relevant articles and documents

The Pyridazine Scaffold as a Building Block for Energetic Materials: Synthesis, Characterization, and Properties

In the present studies, the synthesis of new energetic materials based on the pyridazine scaffold and their characterization is the main subject. For this purpose, desired 3,5-dimethoxy-4,6-dinitropyridazine-1-oxide (7) was synthesized in the first instance. The persubstituted pyridazine precursor laid the groundwork for further preparative modification. The targeted functionalization through the regioselective introduction of various smaller amine nucleophiles such as methylamine or 2-aminoethanol gave several new energetic materials. Among them are 3,5-bis(methylamino)-4,6-dinitropyridazine-1-oxide (8), 3,5-bis(methylnitramino)-4,6-dinitropyridazine-1-oxide (9), 3,5-bis(dimethylamino)-4,6-dinitropyridazine-1-oxide (10), and 3,5-bis((2-hydroxyethyl)amino)-4,6-dinitropyridazine-1-oxide (11). With the aim of increasing the detonation performance, compound 8 was additionally nitrated and 3,5-bis(methylnitramino)-4,6-dinitropyridazine-1-oxide (9) was obtained. These new energetic materials were characterized and identified by multinuclear NMR (1H, 13C, 14N, 15N) and IR spectroscopy, elemental analysis and mass spectrometry. In addition, their sensitivities toward impact, friction and electrostatic discharge were thoroughly examined. Furthermore, obtained single-crystals of the substances were characterized by low-temperature single-crystal X-ray diffraction.

A large scale synthesis of 3-chloro-5-methoxypyridazine

A large scale synthesis of 3-chloro-5-methoxypyridazine was developed (18 moles) that relies on the protection of the pyridazinone nitrogen of 4,5-dichloro-3(2H)-pyridazinone as the tetrahydropyranyl derivative 2. The 5-chloro position of the protected pyridazinone was selectively displaced with methoxide to give 3 followed by catalytic hydrogenation of the 4-chloro group to give 4. Removal of the protecting group with acid followed by phosphorous oxychloride treatment gave the target compound 6 in good yield. This route is superior to the previously described synthesis of this compound.