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Merck
CN

244988

Sigma-Aldrich

双(1,5-环辛二烯)镍(O)

别名:

Ni(COD)2, 双-（1,5-环辛二烯）镍

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关于此项目

经验公式（希尔记法）:
C16H24Ni
化学文摘社编号:
1295-35-8
分子量:
275.06
EC 号:
215-072-0
MDL编号:
MFCD00058902
UNSPSC代码:
12352202
PubChem化学物质编号:
24854723
NACRES:
NA.22

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质量水平

200

反应适用性

core: nickel
reaction type: Cross Couplings
reagent type: catalyst

参数

temperature sensitive

mp

60 °C (dec.) (lit.)

储存温度

−20°C

SMILES字符串

[Ni].C1CC=CCCC=C1.C2CC=CCCC=C2

InChI

1S/2C8H12.Ni/c2*1-2-4-6-8-7-5-3-1;/h2*1-2,7-8H,3-6H2;/b2*2-1-,8-7-;

InChI key

JRTIUDXYIUKIIE-KZUMESAESA-N

相关类别

应用

作为下列反应的反应物：
  • 氧化加成反应

作为下列反应的催化剂：
  • 酮与氯代芳烃的非对称α-芳基化和杂芳基化
  • 交叉偶联反应
  • 烯丙基醛在二氧化碳气氛中的区域选择性和立体选择性羧化/环化
  • 均相炔醇的甲基羧化
  • 立体选择性硼环化酮-二烯偶联
  • 苯甲酰胺与内部炔烃的环加成反应
用于 1,3-二烯类化合物环加成的催化剂。
用于催化烯丙基苯基硫醚加成到炔烃，生成 1,4-二烯类化合物。与末端炔烃的反应以高产率和高选择性进行。可连接多种官能团。

警示用语：

Danger

危险分类

Carc. 2 - Flam. Sol. 1 - Skin Sens. 1 - STOT RE 1

靶器官

Lungs

储存分类代码

4.1B - Flammable solid hazardous materials

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCJ4930
BCCH7614
BCCG3760
BCCH5546
BCCF6273

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G Eliad Benitez-Medina et al.
Dalton transactions (Cambridge, England : 2003), 48(47), 17579-17587 (2019-11-22)
The nickel-catalyzed N-alkylation of a variety of arylamines via transfer hydrogenation in the absence of pressurized hydrogen and basic or acidic additives was achieved in a tandem reaction. This process was further extended to the C[double bond, length as m-dash]N
Quanyou Feng et al.
Nature communications, 9(1), 1559-1559 (2018-04-21)
Biodegradable polyesters with various tacticities have been synthesized by means of stereoselective ring-opening polymerization of racemic lactide and β-lactones but with limited side-chain groups. However, stereoselective synthesis of functional polyesters remains challenging from O-carboxyanhydrides that have abundant pendant side-chain functional
Tiziana Funaioli et al.
PloS one, 5(5), e10617-e10617 (2010-05-21)
It is well known that, stemming from the mutual interplay between chromophores, circular dichroism (CD) is a powerful technique to deal with structural problems for both the small organic molecule and the biopolymer. However, quantitative interpretations of the spectroscopic and
Joachim Loup et al.
Angewandte Chemie (International ed. in English), 58(6), 1749-1753 (2018-12-06)
Highly enantioselective nickel-catalyzed alkene endo-hydroarylations were accomplished with full selectivity by organometallic C-H activation. The asymmetric assembly of chiral six-membered scaffolds proved viable in the absence of pyrophoric organoaluminum reagents within an unprecedented nickel/JoSPOphos manifold.
Tsung-Han Lin et al.
ACS applied materials & interfaces, 9(5), 4948-4955 (2017-01-13)
The race for performance of integrated circuits is nowadays facing a downscale limitation. To overpass this nanoscale limit, modern transistors with complex geometries have flourished, allowing higher performance and energy efficiency. Accompanying this breakthrough, challenges toward high-performance devices have emerged
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