Dichlorobis(triphenylphosphine)palladium(II) 双(三苯基膦)二氯化钯(Ⅱ)

CAS N/A MFCD00009593

化学结构图

N/A
SMILES:

化学属性

Mol. FormulaC36H30Cl2P2Pd
Mol. Weight701.90
Melting Point297-298°C
TSCANo
Density1.422
Stability对热和湿度敏感
Appearance yellow pwdr. off-white pwdr.

别名和识别编码

Chemical NameDichlorobis(triphenylphosphine)palladium(II)
CAS Number13965-03-2
Alfabeta NameBISTRIPHENYLPHOSPHINEPALLADIUMDICHLORIDE II(())
MDL NumberMFCD00009593
Synonym ChemDose™ 双三苯基膦二氯化钯(II)片剂 PdCl2(PPh3)2 浸渍片剂 PdCl2(PPh3)2 三苯基膦氯化钯(II)浸渍片剂 二氯二(三苯基膦)钯(II) 浸渍片剂 双三苯基膦二氯化钯(II) 浸渍片剂 三苯基膦氯化钯 Dichlorobis(triphenylphosphine)palladium(II); Palladium(II)bis(triphenylphosphine) dichloride 双(三苯基膦)二氯化钯(II) 双(三苯基膦)合氯化钯(Ⅱ) 二(三苯基膦)二氯化钯(II);三苯基膦氯化钯;二氯化双(三苯基膦)钯(II) 二氯二(三苯基膦)钯(II) PdCl2(PPh3)2 PdCl2(PPh3)2 三苯基膦氯化钯 二氯二(三苯基膦)钯(II)
PubChem Substance ID87564568
Beilstein Registry Number4935975
EC Number237-744-2
Reaxys-RN13172189
Chemical Name Translation双(三苯基膦)二氯化钯(Ⅱ)
InChIKeyYNHIGQDRGKUECZ-UHFFFAOYSA-L
LabNetwork Molecule IDLN00169513
InChIInChI=1S/2C18H15P.2ClH.Pd/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
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分类

  • {SNA} Catalysis and Inorganic Chemistry, Chemical Synthesis, Homogeneous Pd Catalysts, Palladium Catalysts, Phosphine Compounds, Phosphine Ligands
  • {SNA} Catalysis, Catalysis and Inorganic Chemistry, Chemical Synthesis, Development Quantities for Research, Homogeneous Pd Catalysts, Palladium
  • {SNA} Catalysis and Inorganic Chemistry, Chemical Synthesis, Homogeneous Pd Catalysts, Palladium
  • {SNA} Catalysis and Inorganic Chemistry, Chemical Synthesis, Homogeneous Pd Catalysts, Palladium, Phosphine Compounds, Phosphine Ligands
  • {SNA} ChemDose, Chemical Synthesis, Specialty Synthesis

产品应用

  • 主要用于Sonogoshira 偶联等偶联反应;卤代物的羰基化催化剂;卤代烷制醛、羧酸、酰胺等;卤代烷与乙炔反应成碳链增长的炔化合物。

相关文献及参考

  • Catalyst for the carbonylation of benzyl halides with CO in an alcohol, in the presence of a base, e.g. 1,8-Bis(dimethyl­amino)­naphthalene, L00313, to give arylacetic esters: J. Org. Chem., 40, 532 (1975). Similarly, allylic chlorides are carbonylated to give predominantly ß-unsaturated acids at atmospheric pressure: Chem. Lett., 957 (1988), and bromo alkanols give lactones: J. Am. Chem. Soc., 102, 4193 (1980):
  • An improved procedure uses triethylamine in THF with catalytic amounts of CuI and the complex, avoiding the need for excess of the acetylene, and gives good yields under mild conditions, even with unreactive aryl bromides: J. Org. Chem., 63, 8551 (1998).
  • For use as catalyst in the Stille coupling of arylstannanes, see Tri-n-butyl­tin chloride, A10746. For examples of the Stille coupling of arylstannanes with aryl triflates to give unsymmetrical biaryls, see: Org. Synth. Coll., 9, 553 (1998). For reviews, see: Adv. Met.-Org. Chem., 5, 1 (1996); Org. React, 50, 1 (1997).
  • Catalyzes the exclusively cis-addition of Tri-n-butyl­tin hydride, A13298, to alkynes at room temperature, to give vinylstannanes in good yield: J. Org. Chem., 55, 1857 (1990):
  • In combination with acetic anhydride and triphenylphosphine, catalyzes
  • Terminal alkynes give a mixture of regioisomers.
  • In combination with acetic anhydride and triphenylphosphine, catalyzes the selective conversion of carboxylic acids to 1-alkenes of one less carbon atom: J. Org. Chem., 58, 29 (1993).
  • In combination with CuI and an amine, catalyzes the Sonogashira coupling of terminal alkynes with aryl, vinyl, styryl and 2-pyridyl halides: Tetrahedron Lett., 4467
  • Catalyst for a wide range of coupling reactions:
  • Also catalyzes the low-pressure carbonylative cross-coupling of arylboronic acids with iodoarenes to give unsymmetrical biaryl ketones: Tetrahedron Lett., 34, 7595 (1993); J. Org. Chem., 63, 4726 (1998).

安全信息

Warnings IRRITANT
WGK Germany3
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
RTECSRT3578000
Safety Statements
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护;
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R22 Harmful if swallowed 吞咽有害
  • R19 May form explosive peroxides 可能生成易爆的过氧化物质
  • R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
Storage condition 0-10 0-10°C Hygroscopic 储存温度2-8°C 充氩保存 密闭储藏,置于阴凉干燥处。
Signal word
GHS Symbol
Precautionary statements
  • P281 Use personal protective equipment as required. 使用所需的个人防护装备。
Hazard Codes Xn
Hazard statements
  • H351 Suspected of causing cancer 怀疑致癌

其他信息

  • 黄色。不溶于水。 溶于甲苯、苯,微溶于丙酮、氯仿。

系列性分类