palladium(2+) ion bis(acetonitrile) dichloride

• ChemBase编号: 288327
• 分子式: C4H6Cl2N2Pd
• 平均质量: 259.42984
• 单一同位素质量: 257.89428956
• SMILES: CC#N.CC#N.[Pd+2].[Cl-].[Cl-]
• Canonical SMILES: CC#N.CC#N.[Cl-].[Cl-].[Pd+2]
• InChI: InChI=1S/2C2H3N.2ClH.Pd/c2*1-2-3;;;/h2*1H3;2*1H;/q;;;;+2/p-2
• InChIKey: RBYGDVHOECIAFC-UHFFFAOYSA-L

名称和登记号

名称

• IUPAC标准名: palladium(2+) ion bis(acetonitrile) dichloride
• IUPAC传统名: palladium(2+) ion bis(acetonitrile) dichloride
• 别名: 双(乙腈)二氯钯(II); Bis(acetonitrile)palladium(II) dichloride; cis-Dichlorobis(acetonitrile)palladium(II); Bis(acetonitrile)dichloropalladium(II)

登记号

• CAS号: 14592-56-4
• EC号: 238-637-3
• MDL号: MFCD00013122
• PubChem SID: 180673858
• PubChem CID: 84541

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): -0.16539685
• LogD (pH = 7.4): -0.16539685
• Log P: -0.16539685
• 摩尔折射率: 11.623 cm^3
• 极化性: 4.2592 Å^3
• 极化表面积: 23.79 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Soluble in acetonitrile, acetone, chloroform
• 外观: Powder

安全信息

• 欧盟危险性物质标志: X
• 联合国危险货物编号: UN3439
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): III
• 危险公开号: 20/21/22-36/37/38
• 安全公开号: 9-26-36/37
• TSCA收录: 否
• GHS危险品标识: GHS06
• GHS危险声明: H331-H302-H312-H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A

产品相关信息

• 纯度: 95+%; Pd 40.5%

参考文献

• A 6:1 molar ratio of the high-temperature phase-transfer catalyst Tetraphenylphosphonium chloride, A10575, and the Pd complex, provides an effective catalyst for the Heck reaction of normally unreactive aryl halides, e.g. chlorobenzene with styrene to give stilbene. The reaction is performed at 140-150^o in DMF or NMP in the presence of sodium acetate: Angew. Chem. Int. Ed., 37, 481 (1997).
• Effective alternative catalyst to trans-Dichlorobis(triphenylphosphine)palladium(II), 10491, for the carbonylative cross-coupling of arylboronic acids with aryl iodides to give unsymmetrical benzophenones: Tetrahedron Lett., 34, 7595 (1993); see also Appendix 5.
• Catalyses the cleavage of phenolic TBDMS ethers under mild conditions: Tetrahedron Lett., 37, 153 (1996), and, in the presence of 2-Bromomesitylene, A12277, promotes one-pot desilylation-oxidation of aliphatic silyl ethers to aldehydes or ketones: J. Org. Chem., 61, 2918 (1996); cf J. Org. Chem., 48, 1286 (1983).
• Organic-soluble complex for catalysis of a variety of reactions, with the advantage over trans-Bis(benzonitrile)dichloropalladium(II), 10006, that the nitrile by-product, being volatile and water-miscible, is readily removed in the workup. In the presence of triethylamine, ortho-allylanilines undergo cyclization to indoles: J. Am. Chem. Soc., 98, 2674 (1976):