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Merck
CN

208671

Sigma-Aldrich

双三苯基膦二氯化钯

98%

别名:

PdCl2(PPh3)2, 三苯基膦氯化钯, 二氯二(三苯基膦)钯(II)

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About This Item

线性分子式:
[(C6H5)3P]2PdCl2
CAS号:
分子量:
701.90
Beilstein:
4935975
EC 号:
MDL编号:
UNSPSC代码:
12161600
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

98%

形式

solid

反应适用性

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst

SMILES字符串

Cl[Pd]Cl.c1(P(c2ccccc2)c3ccccc3)ccccc1.c4(P(c5ccccc5)c6ccccc6)ccccc4

InChI

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

InChI key

YNHIGQDRGKUECZ-UHFFFAOYSA-L

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一般描述

二(三苯基膦)二氯化钯(II)((PdCl2(PPh3)2) 是一种含有叔膦配体的有机钯络合物,常用于C-C键形成反应,如Heck芳基化、Suzuki偶联、Stille偶联和Sonogashira 偶联。

应用

二(三苯基膦)二氯化钯(II)可用作以下反应的催化剂:
  • 2-碘苯甲醚和末端炔烃偶联合成 2,3-二取代苯并呋喃的反应。
  • 用于合成二苯乙炔的无铜Sonogashira 交叉偶联反应
  • 苯乙烯的区域选择性氢羧基化。
  • 氟芳基特戊酸锌的Negishi偶联以制备氟化寡苯(fluorinated oligophenyl)。
  • 烃的碘-α-β-未取代酯的偶联以生成四取代烯。
对于小规模和高通量应用,产品为ChemBeads (927759)

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Warning

危险声明

危险分类

Aquatic Chronic 4 - Skin Sens. 1A

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


分析证书(COA)

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is Product 208671, Bis(triphenylphosphine)palladium(II) dichloride soluble in?

    It is soluble in chloroform, toluene, and benzene.

  4. Is Product 208671, Dichlorobis(triphenylphosphine)palladium(II), cis or trans?

    We have not specifically tested the material in regards to what isomer it is, however, based on the synthesis of it, it is believed to be predominately trans.

  5. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  6. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  7. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Phenoxide-assisted P-C bond cleavage in PdCl2 (PPh3) 2 under very mild conditions
Yasuda H, et al.
Journal of Organometallic Chemistry, 691, 1307-1310 (2006)
Alison B Lemay et al.
The Journal of organic chemistry, 71(9), 3615-3618 (2006-04-22)
The efficient regioselective and stereospecific synthesis of tetrasubstituted olefins using a mild and convenient method is disclosed. 2-Alkynyl esters are selectively converted to E-beta-chloro-alpha-iodo-alpha,beta-unsaturated esters by exposure to Bu4NI in refluxing dichloroethane. These products are produced cleanly, regio- and stereoselectively
PdCl2 (PPh3)2-heteropolyacids-catalyzed regioselective hydrocarboxylation of styrene
J. Mol. Catal. A: Chem., 182, 195-207 (2002)
Synthesizing Highly Fluorinated Oligophenyls via Negishi Coupling of Fluoroarylzinc Pivalates
Engelage E
Synthesis, 54, 711-722 (2021)
Modular Synthesis of Phosphino Hydrazones and Their Use as Ligands in a Palladium-Catalysed Cu-Free Sonogashira Cross-Coupling Reaction
Baweja S, et al.
ChemPlusChem, e202300163-e202300163 (2023)

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