17973-86-3

Basic information

• Product Name: 3,6-Dibromopyridazide
• Synonyms: 3,6-DIBROMOPYRIDAZINE;Pyridazine, 3,6-dibromo-;3,6-dibromopyridazide;3,6-Dibromopyridazine ,97%;3,6-Dibromo-1,2-diazine
• CAS NO: 17973-86-3
• Molecular Formula: C₄H₂Br₂N₂
• Molecular Weight: 237.88
• EINECS: 1312995-182-4
• Product Categories: Halides;Pyrazines, Pyrimidines & Pyridazines;Pyrazines, Pyrimidines & Pyridazines;Building Blocks;Pyridazine;Heterocycle-other series
• Mol File: 17973-86-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 116 °C
• Boiling Point: 327.491 °C at 760 mmHg
• Flash Point: 151.862 °C
• Appearance: White to pale yellow/Solid
• Density: 2.197 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.616
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -1.18±0.10(Predicted)
• CAS DataBase Reference: 3,6-Dibromopyridazide(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-Dibromopyridazide(17973-86-3)
• EPA Substance Registry System: 3,6-Dibromopyridazide(17973-86-3)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22-22
• Safety Statements: 26-36/37/39-22-37/39-36/37-24/25
• WGK Germany: 3
• Hazardous Substances Data: 17973-86-3(Hazardous Substances Data)

Usage

Chemical Properties

Grey yellow powder

Uses

3,6-dibromopyridazine is an important intermediate in organic synthesis. It is mainly used in pharmaceutical intermediates, organic synthesis, organic solvents, and can also be used in dye production, pesticide production and perfumery.

Preparation

3,6-dibromopyridazine for Synthesis: A mixture of maleic hydrazide (1.1 g, 10 mmol) and PBr5 (4.7 g, 11 mmol) was heated at 100 °C until no more white fumes of hydrogen bromide were produced (~2 h). After cooling, the orange residue was poured into ice water and the resulting mixture was extracted with CH2Cl2 (3 x 20 mL). The organic layer was washed with saturated aqueous NaHCO3, dried over MgSO4, filtered and concentrated. The crude product was purified by flash column chromatography on silica gel (CH2Cl2) to give 3,6-dibromopyridazine as a white solid (1.20 g, 50%).

InChI:InChI=1/C4H2Br2N2/c5-3-1-2-4(6)8-7-3/h1-2H

Upstream product

• 502-95-4 tetrahydropyridazine-3,6-dione 
• 123-33-1 Maleic hydrazide 
• 1071030-18-6 3,6-dibromo-1,2,4,5-tetrazine 
• 75-20-7 calcium carbide 
• 935-04-6 benzyl vinyl ether 
• 71-43-2 benzene 
• 204254-06-8 3,6-bis(4-pyridyl)-1,2-diazine 
• 1692-15-5 4-pyridylboronic acid 
• 123-33-1 3,6-dihydroxypyridazine 

Downstream Products

• 17321-29-8 3-metossi-6-bromopiridazina 
• 91445-78-2 4-amino-N-(6-bromo-pyridazin-3-yl)-benzenesulfonamide 
• 88497-27-2 6-bromopyridazin-3-amine 
• 1036226-83-1 3-bromo-6-(2-fluoro-phenyl)-pyridazine 
• 37813-54-0 3,6-bis(methylthio)pyridazine 
• 51355-94-3 3-bromo-1,6-dihydro-6-oxopyridazine 
• 1046816-40-3 3-bromo-6-cyclopropylpyridazine 
• 1609543-56-7 6-bromo-N-(3-chlorophenyl)pyridazin-3-amine 
• 1443429-41-1 C₁₂H₅BrF₂N₂ 

Relevant articles and documents

Donor-acceptor-donor-type liquid crystal with a pyridazine core

(Chemical Equation Presented) A new liquid crystalline material having an ethylenedioxythiophene-pyridazine-ethylenedioxythiophene (EDOT-PDZ-EDOT) core with two peripheral long alkyl chains was prepared. The designated donor-acceptor-donor (D-A-D)-type core structure induced a distinct smectic liquid crystalline phase due to the strong intermolecular interaction. The photophysical property and the layer structure of the liquid crystal were investigated by differential scanning calorimetry, polarized light microscopy, X-ray diffraction, and cyclic voltammetry.

Pyridazine N-Oxides as Photoactivatable Surrogates for Reactive Oxygen Species

A method for the photoinduced evolution of atomic oxygen from pyridazine N-oxides was developed. This underexplored oxygen allotrope mediates arene C-H oxidation within complex, polyfunctional molecules. A water-soluble pyridazine N-oxide was also developed and shown to promote photoinduced DNA cleavage in aqueous solution. Taken together, these studies highlight the utility of pyridazine N-oxides as photoactivatable O(3P) precursors for applications in organic synthesis and chemical biology.

The difference in the CO2adsorption capacities of different functionalized pillar-layered metal-organic frameworks (MOFs)

The excessive use of fossil energy has caused the CO2concentration in the atmosphere to increase year by year. MOFs are ideal CO2adsorbents that can be used in CO2capture due to their excellent characteristics. Studies of the structure-activity relationship between the small structural differences in MOFs and the CO2adsorption capacities are helpful for the development of efficient MOF-based CO2adsorbents. Therefore, a series of pillar-layered MOFs with similar structural and different functional groups were designed and synthesized. The CO2adsorption tests were carried out at 273 K to explore the relationship between the small structural differences in MOFs caused by different functional groups and the CO2adsorption capacities. Significantly, compound6which contains a pyridazinyl group has a 30.9% increase in CO2adsorption capacity compared to compound1with no functionalized group.