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Merck
CN

244988

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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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
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
Ruimao Hua et al.
Organic letters, 9(2), 263-266 (2007-01-16)
Allylic sulfides add to alkynes in the presence of nickel complexes efficiently to afford thio-1,4-dienes regio- and stereoselectively. Functional groups such as alkoxy, siloxy, hydroxy, carboalkoxy, chloro, and cyano groups are tolerated. A mechanism that involves a pi-allyl nickel intermediate
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.
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