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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
NACRES:
NA.22
PubChem Substance ID:
24854723
UNSPSC Code:
12352202
EC Number:
215-072-0
MDL number:
MFCD00058902

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InChI key

JRTIUDXYIUKIIE-KZUMESAESA-N

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-;

SMILES string

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

reaction suitability

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

parameter

temperature sensitive

mp

60 °C (dec.) (lit.)

storage temp.

−20°C

Quality Level

200

相关类别

Application

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。

signalword

Danger

Hazard Classifications

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

target_organs

Lungs

存储类别

4.1B - Flammable solid hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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
Addison N Desnoyer et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 25(20), 5259-5268 (2019-01-30)
The electronic nature of Ni π-complexes is underexplored even though these complexes have been widely postulated as intermediates in organometallic chemistry. Herein, the geometric and electronic structure of a series of nickel π-complexes, Ni(dtbpe)(X) (dtbpe=1,2-bis(di-tert-butyl)phosphinoethane; X=alkene or carbonyl containing π-ligands)
Journal of the American Chemical Society, 111, 6432-6432 (1989)
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