三(二亚苄基丙酮)二钯 (HCID 9811564)

名称与标识

首选名称: Bis(dibenzylideneacetone)palladium
IUPAC: tris((1E,4E)-1,5-diphenylpenta-1,4-dien-3-one);bis(palladium)
中文名: 三(二亚苄基丙酮)二钯
英文名: Tris(dibenzylideneacetone)dipalladium
分子式: C51H42O3Pd2
分子量: 915.71738

名称与别名

Bis(dibenzylideneacetone)palladiumRefChem:56904551364-51-3Tris(dibenzylideneacetone)dipalladium(0)tris(dibenzylideneacetone)dipalladiumpd2(dba)360748-47-2Pd2dba3MFCD00013310Tris(Dibenzylideneacetone)dipalladium (0)TRIS(DIBENZYLIDENEACETONYL)BIS-PALLADIUMTRIS DBA

展开更多名称

三(二苄亚基丙酮)钯三(二苄基丙酮)二钯三(双亚苄基丙酮)二钯三(二亚苄基丙酮)双钯三(二苯叉基丙酮)二钯三(二亚苄基丙酮)二钯三(二亚芐基丙酮)二钯三(二亚苄基丙酮)二钯 C三(二亚苄基丙酮)二钯 5G三(二苯叉基丙酮)二钯(0)(DBA)3PD2Tris(dibenzylideneacetone)palladiumPd2(dbba)3Pd2(dibenzylideneacetone)3tris(1,5-diphenylpenta-1,4-dien-3-one) dipalladiumTris(dibenzylideneacTris(dibenzylidenaceTone) dipalladium (O)Bis(dibenzylideneacetone)palladium(0)~Pd_2(dba)_3Tris(dibenzylideneacetone)dipalladiuM (0), Pd2(dba)3

tris(dibenzylideneacetone) dipalladium(0)tris((1E,4E)-1,5-diphenylpenta-1,4-dien-3-one) dipalladiumtris[dibenzylideneacetone]dipalladium (0)tris-(dibenzylideneacetone)dipalladiumC51H42O3Pd2Tris(dibezylideneacetone)dipalladiumPd2 dba3tris(dibenzylideneacetone)dipalladium (o)

数据库标识

CAS: 51364-51-3
PubChem CID: 9811564
UNII: 9QT8U6472D

性质

结构计算性质

极性表面积: 51.2 Å²
氢键供体: 0
氢键受体: 3
可旋转键: 12
重原子: 56
形式电荷: 0
复杂度: 272

物理化学性质

熔点: 152 · 152-155°C
储存条件: 2 · 2-8°C
溶解度: Soluble in chlorinated solvents, benzene and THF.
形态: Fine Crystalline Powder
颜色: Purple to black
水溶解性: insoluble
敏感性: Air & Moisture Sensitive
InChI: InChI=1S/3C17H14O.2Pd/c3*18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16;;/h3*1-14H;;/b3*13-11+,14-12+;;
InChIKey: IBXMKLPFLZYRQZ-VCHVFRDLSA-N
SMILES: [Pd].[Pd].O=C(\C=C\c1ccccc1)/C=C/c2ccccc2.O=C(\C=C\c3ccccc3)/C=C/c4ccccc4.O=C(\C=C\c5ccccc5)/C=C/c6ccccc6
CAS 数据库: 51364 · 51364-51-3(CAS DataBase Reference)

安全与法规

毒理信息

Health EffectsContact with palladium may cause palladium sensitivity and allergy. Animal studies have shown that palladium may damage the liver and kidney. (L798)

Toxicity Summary · 1 条

Due to their ability to form strong complexes with both inorganic and organic ligands, palladium ions can disturb cellular equilibria, replace other essential ions, and interact with functional groups of macromolecules, such as proteins or DNA. Palladium complexes binding to DNA and RNA leads to strand breakage. Palladium ions are able to inhibit most major cellular functions, including DNA and RNA synthesis. Palladium compounds have been shown to bind to and inhibit various enzymes, including creatine kinase and prolyl hydroxylase. (L798)

Signs and SymptomsSkin contact with palladium may cause contact dermatitis, erythema, and oedema. (L798)

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

安全数据

wgk: 3
tsca: No
存储类别: 11 - Combustible Solids
安全说明: 24/25-36/37
海关编码: 28439000
危险品标志: Xn
危险性类别: Aquatic Chronic 2Skin Sens. 1
危险类别码: 20/22-36-40

化学与工业

药理信息

Metabolism/Metabolites · 1 条

Palladium may be absorbed through oral, dermal, and inhalation exposure. Once in the body it distributes to the kidney, liver, spleen, lymph nodes, adrenal gland, lung and bone. Palladium's ability to form complexes allows it the bind to amino acids, proteins, DNA, and other macromolecules. Palladium and its metabolites are excreted in the urine and faeces. (A21)

应用领域 · 3 条

用途三(二亚苄基丙酮)二钯(0)是一种重要的零价钯催化剂，广泛应用于有机合成中偶联、加氢、羰基化等反应。与不同的配体结合使用，原位形成高催化活性的零价钯活性物质，在碳-碳键、碳-杂原子键形成反应中得到广泛应用。

用途作为催化剂，用于Suzuki、Kumada、Negishi, Buchwald等偶联反应中.三（二亚苄基丙酮）二钯用于制备半导体聚合物，从非氯化溶剂加工成高性能薄膜晶体管。也用于合成聚合物体异质结太阳能电池作为半导体。

用途芳基氯化物Suzuki偶联反应催化剂；芳基氯化物Heck偶联反应催化剂；酮芳基化反应催化剂；芳基卤化物Buchwald-Hartwig氨基化反应催化剂；烯丙基氯化物氟化反应催化剂；羧酸酯β-芳基化反应催化剂；1,1-二氯-1-烯烃羰基化反应催化剂；芳基以及乙烯基三氟甲磺酸盐转化为芳基以及乙烯基卤化物的催化剂

制备方法 · 1 条

制备步骤一、在氮气气氛下，在水浴加热的玻璃反应釜中加入无水乙醇32L，无水乙酸钠0.85kg，体系温度加热至80℃时加入二亚苄基丙酮3kg，搅拌反应20min后给水浴加热器中加冰，使体系迅速降温至45℃，然后加入1kg实施例1中制得的二氯化钯，45℃下反应3h，漏斗过滤得到双(二亚苄基丙酮)钯(0)；步骤二、在氮气气氛下，在水浴加热的玻璃反应釜中加入丙酮5L，待反应釜中丙酮温度加热至30℃，加入步骤一中所得双(二亚苄基丙酮)钯(0)，30℃条件下反应3h，过滤，去离子水及无水乙醇洗涤，烘箱40℃干燥，得到产物三(二亚苄基丙酮)二钯(0)，纯度为99.8％，收率为97.3％。

上下游产品信息

上游原料

醋酸钠苯甲醛氯化钯

下游产品

4-吡啶-2-异恶唑-5-胺 3-码啉苯硼酸四甲基二酯 3-吗啉基苯甲醛

试剂价格

012760 · 1g: 三(二亚苄基丙酮)二钯(0), Pd 21.5%最低Tris(dibenzylideneacetone)dipalladium(0), Pd 21.5% min — 678元
31877 · 25g: 三(二亚苄基丙酮)二钯(0), Pd 21.5%最低Tris(dibenzylideneacetone)dipalladium(0), 97%, Thermo Scientific Chemicals — 16980元