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双(1,5-环辛二烯)镍

Bis(cyclooctadiene)nickel(0)
别名 双(环辛二烯)镍
Ni(COD)2
识别
CAS号 1295-35-8  checkY
PubChem 6433264
ChemSpider 17215769
SMILES
 
  • C1CC=CCCC=C1.C1CC=CCCC=C1.[Ni]
InChI
 
  • 1/2C8H8.Ni/c2*1-2-4-6-8-7-5-3-1;/h2*1-2,7-8H2;
InChIKey AYHVBQBQROAZHP-UHFFFAOYAH
UN编号 1325
RTECS QR6135000
性质
化学式 C16H24Ni
摩尔质量 275.06 g·mol⁻¹
外观 黄色固体
熔点 60 °C(333 K)(氮气中,分解)
溶解性 可溶于四氢呋喃甲苯乙醚、DMF
危险性
GHS危险性符号
《全球化学品统一分类和标签制度》(简称“GHS”)中易燃物的标签图案《全球化学品统一分类和标签制度》(简称“GHS”)中有害物质的标签图案《全球化学品统一分类和标签制度》(简称“GHS”)中对人体有害物质的标签图案
GHS提示词 危险
H-术语 H228, H317, H334, H350, H351
P-术语 P201, P202, P210, P240, P241, P261, P272, P280, P281, P285, P302+352, P304+341, P308+313, P321
相关物质
相关化学品 1,5-环辛二烯
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

双(1,5-环辛二烯)镍是一种有机镍化合物,化学式为Ni(C8H12)2,或简写为Ni(cod)2。它是一种抗磁性的配合物,是对空气极其敏感的黄色固体,可作为零价镍的来源。[1]

制备及性质

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双(1,5-环辛二烯)镍可由乙酰丙酮镍1,5-环辛二烯的存在下还原得到:

Ni(acac)2 + 2 cod + 2 AlEt3 → Ni(cod)2 + 2 acacAlEt2 + C2H6 + C2H4

它可以溶解在一些有机溶剂中。[2][3]其分子中的一个或两个环辛二烯配体可以被、亚磷酸酯、联吡啶异腈取代。暴露于空气中时,会被氧化为一氧化镍[4]因此,这种化合物需要在手套箱中操作使用。[5]

参考文献

[编辑]
  1. ^ Wilke, G. Contributions to Organo-Nickel Chemistry. Angewandte Chemie International Edition. 1988, 27 (1): 185–206. doi:10.1002/anie.198801851. 
  2. ^ Schunn, R. A.; Ittel, S. D.; Cushing, M. A. Bis(1,5-Cyclooctadiene)Nickel(0) 28. 1990: 94–98. ISBN 978-0-470-13259-3. doi:10.1002/9780470132593.ch25.  |journal=被忽略 (帮助)
  3. ^ Wender, Paul A.; Smith, Thomas E.; Duong, Hung A.; Louie, Janis; Standley, Eric A.; Tasker, Sarah Z. Bis(1,5-cyclooctadiene)nickel(0). Encyclopedia of Reagents for Organic Synthesis (American Cancer Society). 2015: 1–15. doi:10.1002/047084289x.rb118.pub3 (英语). 
  4. ^ Zhu, Kake; D'Souza, Lawrence; Richards, Ryan M. Planting of bis(1,5-cyclooctadiene) nickel upon silica to harvest NiO (<5 nm) nanoparticles in a silica matrix. Applied Organometallic Chemistry. September 2005, 19 (9): 1065–1069. doi:10.1002/aoc.974. 
  5. ^ Tasker, Sarah Z.; Standley, Eric A.; Jamison, Timothy F. Recent advances in homogeneous nickel catalysis. Nature. 2014, 509 (7500): 299–309. PMC 4344729可免费查阅. PMID 24828188. doi:10.1038/nature13274. 
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双(1,5-环辛二烯)镍
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