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Merck
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804533

Sigma-Aldrich

2,2′-Bipyrazine

别名:

2,2′-Bipyrazinyl, 2,2′-Dipyrazinyl

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250 MG
$355.00
1 G
$775.00

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预计发货时间2025年5月23日详情

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250 MG
$355.00
1 G
$775.00

About This Item

经验公式（希尔记法）:
C8H6N4
CAS号:
10199-00-5
分子量:
158.16
MDL编号:
MFCD00010288
UNSPSC代码:
12161600
NACRES:
NA.22

$355.00

预计发货时间2025年5月23日详情

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方案

97%

质量水平

100

表单

powder

反应适用性

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst

mp

185-188 °C

SMILES字符串

n1c(cncc1)c2nccnc2

InChI

1S/C8H6N4/c1-3-11-7(5-9-1)8-6-10-2-4-12-8/h1-6H

InChI key

DFXNVSIALRDJHY-UHFFFAOYSA-N

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应用

2,2′-Bipyrazine (bpz) can be used as a ligand to synthesize strongly oxidizing photocatalysts. Ruthenium-based homoleptic tris(bipyrazyl) complex [(Ru(bpz)32+] derived from 2,2′-bipyrazine ligand can be used as an effective photocatalyst for oxidatively induced organic transformations. For instance, [(Ru(bpz)32+] is capable of promoting radical cation mediated Diels–Alder cycloadditions, radical thiol-ene couplings, photooxygenation reactions, and [3+2] cycloaddition reactions.[1][2]

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H315,H319,H335

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
SHBP6924
SHBN0289
SHBL2059
SHBJ2050

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Visible Light Photocatalysis of Radical Cation Diels-Alder Cycloadditions: Preparation of Tris (2, 2?-bipyrazyl) Ruthenium (II) Bis (tetrakis (3, 5-bis (trifluoromethyl) phenyl) borate)
Lies SD, et al.
Organic Syntheses, 93, 178-199 (2003)
An improved procedure for the preparation of Ru (bpz) 3 (PF6) 2 via a high-yielding synthesis of 2, 2?-bipyrazine
Schultz DM, et al.
Beilstein Journal of Organic Chemistry, 11(1), 61-65 (2015)

相关内容

Buchwald Group – Professor Product Portal

The Buchwald group has developed a series of highly active and versatile palladium precatalysts and biarylphosphine ligands used in cross-coupling reactions for the formation of C-C, C–N, C–O, C–F, C–CF3, and C–S bonds. The ligands are electron-rich, and highly tunable to provide catalyst systems with a diverse scope, high stability and reactivity. Furthermore, the new series of precatalysts are air-, moisture and thermally-stable and display good solubility in common organic solvents. The use of precatalysts ensures the efficient generation of the active catalytic species and allows one to accurately adjust the ligand:palladium ratio. The ligands, precatalysts and methodology developed in the Buchwald group are user friendly and have rendered previously difficult cross couplings reactions, much easier to achieve.

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