107427-52-1

Basic information

• Product Name: α,α,α',α'-tetrabromo-2,3-dimethyl-pyrazine
• Synonyms: α,α,α',α'-tetrabromo-2,3-dimethyl-pyrazine
• CAS NO: 107427-52-1
• Molecular Weight: 423.727
• Mol File: 107427-52-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: α,α,α',α'-tetrabromo-2,3-dimethyl-pyrazine(CAS DataBase Reference)
• NIST Chemistry Reference: α,α,α',α'-tetrabromo-2,3-dimethyl-pyrazine(107427-52-1)
• EPA Substance Registry System: α,α,α',α'-tetrabromo-2,3-dimethyl-pyrazine(107427-52-1)

Safety Data

• Hazardous Substances Data: 107427-52-1(Hazardous Substances Data)

Usage

General Description

α,α,α',α'-tetrabromo-2,3-dimethyl-pyrazine is a chemical compound that belongs to the pyrazine family, which consists of a six-membered aromatic heterocyclic ring containing two nitrogen atoms. This specific compound is characterized by the presence of four bromine atoms and two methyl groups attached to the pyrazine ring, giving it a unique structure and properties. It is commonly used as a flame retardant in various applications, particularly in polymers and plastics, due to its effectiveness in reducing the flammability of materials. Additionally, α,α,α',α'-tetrabromo-2,3-dimethyl-pyrazine exhibits high thermal stability and resistance to degradation, making it a valuable additive in fire safety products and materials. Despite its functional properties, the compound has raised concerns over its potential environmental and health impacts, prompting regulatory scrutiny and restrictions on its usage.

Upstream product

• 5910-89-4 2,3-dimethylpyrazine 

Downstream Products

• 92060-44-1 6-phenyl-quinoxaline 

Relevant articles and documents

The syntheses of pyrazino-containing sultines and their application in Diels-Alder reactions with electron-poor olefins and [60]fullerene

The Diels-Alder reactions of heterocyclic o-quinodimethanes, generated in situ from 6,7-disubstituted quinoxalino[2,3-d]-[1,2λ4]oxathiine 2-oxides (6a-c), 2,3-disubstituted-8,9-dihydro-6H-8λ 4-[1,2]oxathiino[4,5-g]quinoxalin-8-one (7a-c) (sultines), and pyrazinosultine (22), with electron-poor olefins and [60]fullerene are described. The heterocyclic-fused sultines 7a-c and 22 are readily prepared from the corresponding dibromides 9a-c and 24 with the commercially available Rongalite (sodium formaldehyde sulfoxylate). When heated in the presence of electron-poor dienophiles and [60]fullerene, all of the sultines underwent extrusion of SO2, and the resulting heterocyclic o-quinodimethanes (3a-d, 4a-c, and 25) were intercepted as the 1:1 adducts in good to excellent yields. The temperature-dependent 1H NMR spectra of fullerene derivatives 31-38 show a dynamic process for the methylene protons. The activation free energies (ΔGc?) determined for the boat-to-boat inversion of these pyrazino-containing C60 compounds (31-34 and 38) are found to be in the range of 14.1-14.8 kcal/mol, but they are in the range of 15.2 to >17.1 kcal/mol for adducts 35-37. The activation free energies (ΔGC?) are significantly affected by (1) the orientations and (2) the substituents of the quinoxaline rings and (3) the extended benzannulation in the arenes of C60 adducts (see Table 2), which implies that both electronic interactions and steric effects between the aromatic addends and C60 are important. Tautomerization of methylquinoxaline to its enamine is invoked as a rationalization for the lowering of ΔGC? in some of the fulleroadducts.