nickel(2+) ion bis(triphenylphosphane) dichloride

• ChemBase编号: 302980
• 分子式: C36H30Cl2NiP2
• 平均质量: 654.170322
• 单一同位素质量: 652.05532248
• SMILES: c1ccc(cc1)P(c1ccccc1)c1ccccc1.c1ccc(cc1)P(c1ccccc1)c1ccccc1.[Cl-].[Cl-].[Ni+2]
• Canonical SMILES: c1ccc(cc1)P(c1ccccc1)c1ccccc1.c1ccc(cc1)P(c1ccccc1)c1ccccc1.[Cl-].[Cl-].[Ni+2]
• InChI: InChI=1S/2C18H15P.2ClH.Ni/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;;/h2*1-15H;2*1H;/q;;;;+2/p-2
• InChIKey: ZBRJXVVKPBZPAN-UHFFFAOYSA-L

名称和登记号

名称

• IUPAC标准名: nickel(2+) ion bis(triphenylphosphane) dichloride
• IUPAC传统名: nickel(2+) ion bis(triphenylphosphine) dichloride
• 别名: 双(三苯基膦)二氯化镍(II); Bis(triphenylphosphine)nickel(II) chloride; Bis(triphenylphosphine)dichloronickel(II); Dichlorobis(triphenylphosphine)nickel(II)

登记号

• CAS号: 14264-16-5
• EC号: 238-154-8
• MDL号: MFCD00009592

理论计算性质

• 极化性: 32.34495 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false
• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 5.1066
• LogD (pH = 7.4): 5.1066
• Log P: 5.1066
• 摩尔折射率: 81.6229 cm^3

分子性质

理化性质

• 外观: Powder
• 熔点: ca 225°C dec.

安全信息

• 保存注意事项: Hygroscopic
• RTECS编号: QR6170000
• 欧盟危险性物质标志: X
• 危险公开号: 22
• 安全公开号: 36
• TSCA收录: 是
• GHS危险品标识: GHS06
• GHS危险声明: H301
• GHS警示性声明: P264-P270-P301+P310-P321-P405-P501A

产品相关信息

• 纯度: 98%

参考文献

• Catalyst for cross-coupling of organometallic reagents with aryl bromides: Tetrahedron Lett., 1389 (1977), and aryl tert-butyl sulfones: J. Chem. Soc., Perkin 1, 7 (1995), to give unsymmetrical biaryls. Symmetrical coupling of aryl halides can be effected in high yield with a Ni(0) catalyst generated in situ with Zn and triphenylphosphine in DMF, as a mild alternative to the Ullmann reaction: Tetrahedron Lett., 4089 (1977). For the analogous homocoupling of aryl mesylates, see: J. Org. Chem., 60, 176 (1995). The method has been extended to the formation aryl cyanides, providing an alternative to the classical CuCN route, and of diaryl sulfides: J. Org. Chem., 60, 6895 (1995):
  
• Catalyzes the coupling of Grignard reagents with allylic alcohols with displacement of the hydroxyl group: J. Chem. Soc., Chem. Commun., 1604 (1968). This alkene synthesis has been extended to enol ethers and methyl aryl ethers: J. Am. Chem. 101, 2246 (1979). The coupling of dithioacetals with Grignard reagents is also useful: Org. Synth. Coll., 9, 727 (1998), and refs therein.
• In the presence of Zn and pyridine, catalyzes the conjugate addition of alkyl bromides to ɑ?-unsaturated ketones, nitriles and esters: Russ. J. Gen. Chem., 65, 444 (1995).