10199-00-5

Basic information

• Product Name: 2,2'-BIPYRAZINE
• Synonyms: 2,2'-BIPYRAZINE;2,2'-Bipyrazinyl;2-pyrazin-2-ylpyrazine
• CAS NO: 10199-00-5
• Molecular Formula: C₈H₆N₄
• Molecular Weight: 158.16
• Mol File: 10199-00-5.mol
• Article Data: 19

Chemical Properties

• Melting Point: 185.0 to 189.0 °C
• Boiling Point: 299.0±35.0 °C(Predicted)
• Appearance: light-brown/solid
• Density: 1.239±0.06 g/cm3(Predicted)
• PKA: -0.63±0.10(Predicted)
• Sensitive: air sensitive
• CAS DataBase Reference: 2,2'-BIPYRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-BIPYRAZINE(10199-00-5)
• EPA Substance Registry System: 2,2'-BIPYRAZINE(10199-00-5)

Safety Data

• Statements: 22-41
• TSCA: No
• Hazardous Substances Data: 10199-00-5(Hazardous Substances Data)

Usage

General Description

2,2'-Bipyrazine is a heterocyclic compound that consists of two pyrazine rings linked at their 2-positions. It is a colorless solid that is not very soluble in water but is commonly used as a ligand in coordination chemistry. It is also used in organic synthesis and as a building block in the preparation of complex compounds. 2,2'-Bipyrazine has potential applications in materials science, such as in the development of photovoltaic devices and as a component in molecular sensors. Additionally, it has been studied for its potential therapeutic properties in the treatment of various diseases, including cancer and microbial infections. Overall, 2,2'-Bipyrazine is a versatile chemical with diverse applications in various fields.

Upstream product

• 290-37-9 1,4-pyrazine 
• 32111-21-0 2-iodopyrazine 
• 56423-63-3 2-bromopyrazine 
• 17984-89-3 triethoxy(thiophen-2-yl)silane 
• 780-69-8 triethoxyphenylsilane 
• 84303-43-5 Ru(bpz)3⁽³⁺⁾ 
• 75-05-8 acetonitrile 
• 14508-49-7 2-chloropyrazin 

Downstream Products

• 144473-95-0 (2,2'-bipyrazine)bis(triphenylphosphine)copper(I) tetrafluoroborate 
• 795305-20-3 bromo-2,2'-bipyrazinemesitylnickel(II) 
• 1444004-58-3 Pt(2,2′-bipyrazine)(4-C₆H₄CF₃)₂ 
• 80907-59-1 ruthenium(2,2'-bipyrazine)2Cl₂ 
• 795305-30-5 2,2'-bipyrazine-bis(mesityl)nickel(II) 
• 80925-50-4 Ru(C₈H₆N₄)3⁽²⁺⁾*2Cl^(1-)*3.5H₂O=Ru(C₈H₆N₄)3Cl₂*3.5H₂O 
• 89689-64-5 trans-{Os(2,2'-bipyrazine)(PPh₃)2(CO)H}PF₆ 

Relevant articles and documents

Lithium-mediated zincation of pyrazine, pyridazine, pyrimidine, and quinoxaline

(Chemical Equation Presented) Deprotonation of pyrazine, pyridazine, pyrimidine, and quinoxaline using an in situ mixture of ZnCl2· TMEDA (0.5 equiv) and LiTMP (1.5 equiv) was studied. Pyrazine and pyrimidine were deprotonated in THF at room te

Syntheses and electronic and optical properties of complexes of the bis(2,2′-bipyrazyl)ruthenium unit

Seven new complexes of the form cis-[RuII(bpz)2(L-L)]n+ (bpz = 2,2′-bipyrazyl: n = 2; L-L = 4,4′-bis(tert-butyl)-2,2′-bipyridyl, 4,4′-diphenyl-2,2′-bipyridyl, 4,4′-dichloro-2,2′-bipyridyl, 4,4′-diamino-2,2′-bipy

Preparation of aromatic γ-hydroxyketones by means of Heck coupling of aryl halides and 2,3-dihydrofuran, catalyzed by a palladium(ii) glycine complex under microwave irradiation

A series of aromatic γ-hydroxyketones were prepared by means of Heck coupling reaction of aryl halides and 2,3-dihydrofuran, catalyzed by PdCl2·Gly2 and under microwave irradiation. This synthetic transformation involves the formation of an aryl-dihydrofuranoic intermediate, followed by an unusual opening of the heterocycle promoted by a water molecule and the formation of the ketone carbonyl function through keto-enol tautomerism. This journal is

An improved procedure for the preparation of Ru(bpz)3(PF6)2 via a high-yielding synthesis of 2,2'-bipyrazine

There has been a recent surge of interest in the use of transition metal polypyridyl complexes as visible light-absorbing photocatalysts for synthetic applications. Among the most attractive features of this approach is the availability of many known complexes with well-characterized photophysical and electrochemical properties. In particular, Ru(bpz)32+ is a powerful photooxidant that has proven to be uniquely suited for oxidatively induced photoredox transformations. We present here a straightforward and highyielding route to Ru(bpz)3(PF6)2 that features an improved Pd-catalyzed synthesis of the 2,2'-bipyrazine ligand that is amenable to gram-scale preparations.

A Convenient Synthetic Route to bis-Heteroaromatic and bis-Heterocyclic Compounds Promoted by Liganded Nickel Complex Reducing Agents.

A number of nitrogen, sulfur or oxygen containing bis-heteroaromatic or bis-heterocyclic derivatives have been synthesized in good to excellent yields by homocoupling of the corresponding halogenated compounds in the presence of liganded (triphenylphosphine or 2,2'-bipyridine) nickel Complex Reducing Agents in THF or DME at 63 deg C.

Tuning the Electrochemical and Photophysical Properties of Osmium-Based Photoredox Catalysts

The use of low-energy deep-red (DR) and near-infrared (NIR) light to excite chromophores enables catalysis to ensue across barriers such as materials and tissues. Herein, we report the detailed photophysical characterization of a library of Os∥polypyridyl photosensitizers that absorb low-energy light. By tuning ligand scaffold and electron density, we access a range of synthetically useful excited state energies and redox potentials. 1 Introduction 1.1 Scope 1.2 Measuring Ground-State Redox Potentials 1.3 Measuring Photophysical Properties 1.4 Synthesis of Osmium Complexes 2 Properties of Osmium Complexes 2.1 Redox Potentials of Os(L)2-Type Complexes 2.2 Redox Potentials of Os(L)3-Type Complexes 2.3 UV/Vis Absorption and Emission Spectroscopy 3 Conclusions.

Graphene oxide-phenalenyl composite: transition metal-free recyclable and catalytic C-H functionalization

An efficient route towards a heterogeneous transition metal-free catalytic C-H functionalization using a covalently linked graphene oxide-phenalenyl conjugate is described herein (28 examples, which include a core of some biologically relevant biaryl and hetero-biaryls). It is an environmentally benign, economical and heterogeneous platform, whose catalytic activity can easily be regenerated through a simple washing-drying technique and the catalytic activity can be retained even after 10 cycles.