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Merck

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
价格与库存信息目前不能提供

质量水平

方案

98%

表单

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。[1]

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。[2]
  • 用于合成二苯乙炔的无铜Sonogashira 交叉偶联反应[3]
  • 苯乙烯的区域选择性氢羧基化。[4]
  • 氟芳基特戊酸锌的Negishi偶联以制备氟化寡苯(fluorinated oligophenyl)。[5]
  • 烃的碘-α-β-未取代酯的偶联以生成四取代烯。[6]
对于小规模和高通量应用,产品为ChemBeads (927759)

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警示用语:

Warning

危险声明

危险分类

Aquatic Chronic 4 - Skin Sens. 1A

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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)
Synthesis of 2, 3-Disubstituted Benzofurans by the Palladium-Catalyzed Coupling of 2-Iodoanisoles and Terminal Alkynes, Followed by Electrophilic Cyclization: 3-Iodo-2-phenylbenzofuran
Yao T, et al.
J. Org. Synth., 91, 283-292 (2014)
PdCl2 (PPh3)2-heteropolyacids-catalyzed regioselective hydrocarboxylation of styrene
J. Mol. Catal. A: Chem., 182, 195-207 (2002)
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

Questions

1–5 of 5 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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

    1 answer
    1. 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.

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

    1 answer
    1. 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.

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

    1 answer
    1. It is soluble in chloroform, toluene, and benzene.

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