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Merck

676578

Sigma-Aldrich

Bis(tri-tert-butylphosphin)palladium(0)

greener alternative

Synonym(e):

Pd(t-Bu3P)2

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About This Item

Empirische Formel (Hill-System):
C24H54P2Pd
CAS-Nummer:
Molekulargewicht:
511.05
MDL-Nummer:
UNSPSC-Code:
12161600
PubChem Substanz-ID:
NACRES:
NA.22
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Form

solid

Qualitätsniveau

Eignung der Reaktion

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Cross Couplings
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

Grünere Alternativprodukt-Eigenschaften

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp (Schmelzpunkt)

258-272 °C

Grünere Alternativprodukt-Kategorie

Lagertemp.

−20°C

SMILES String

[Pd].CC(C)(C)P(C(C)(C)C)C(C)(C)C.CC(C)(C)P(C(C)(C)C)C(C)(C)C

InChI

1S/2C12H27P.Pd/c2*1-10(2,3)13(11(4,5)6)12(7,8)9;/h2*1-9H3;

InChIKey

MXQOYLRVSVOCQT-UHFFFAOYSA-N

Allgemeine Beschreibung

Wir verpflichten uns, Ihnen umweltfreundlichere Alternativprodukte anzubieten, die einen oder mehrere der „12 Prinzipien der Grünen Chemie“ erfüllen. Dieses Produkt wurde zu Zwecken der katalytischen Effizienz verbessert. Weitere Einzelheiten dazu erhalten Sie hier.

Anwendung

  • Katalysator für die Suzuki-Kupplung auf einem mehrfach substituierten sp3-Kohlenstoff[1] (Äq. 1)
  • Katalysator für die Stille-Kupplung von Arylchloriden[2] (Äq. 2)
  • Katalysator für die Negishi-Kupplung[3] (Äq. 3)
  • Katalysator für die Heck-Kupplung zur Bildung tetrasubstituierter Olefine[4] (Äq. 4)
  • Katalysator für die Buchwald-Hartwig-Aminierung von Arylhalogeniden[5] (Äq. 5)
  • Katalysator für die Carbonylierung von Arylhalogeniden mit Carbamoylsilanen[6] (Äq. 6)

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Analysenzertifikate (COA)

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Besitzen Sie dieses Produkt bereits?

In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Kenichiro Itami et al.
Journal of the American Chemical Society, 126(38), 11778-11779 (2004-09-24)
We have developed a programmable and diversity-oriented synthetic scheme for tetrasubstituted olefins through a site-selective and sequential assembly of pi-components onto a C=C core of vinyl 2-pyrimidyl sulfide. Noteworthy features are that (i) all components assembled stem from readily available
Ryoichi Kuwano et al.
The Journal of organic chemistry, 67(18), 6479-6486 (2002-08-31)
The amination of aryl halides in the presence of inexpensive and air-stable alkali metal hydroxide bases and Pd[P(t-Bu)3]2 as catalyst gave arylamines in high yields. The reactions were conducted with a catalytic amount of cetyltrimethylammonium bromide as phase-transfer agent and
Robert F Cunico et al.
Organic letters, 5(26), 4947-4949 (2003-12-20)
Alkenyl chlorides and bromides are converted into tertiary enamides by treatment with a carbamoylsilane in toluene at 110 degrees C in the presence of phosphine-palladium(0) catalysts. [reaction: see text]
Kohei Endo et al.
Journal of the American Chemical Society, 132(32), 11033-11035 (2010-08-12)
The palladium-catalyzed Suzuki-Miyaura cross-coupling on a multisubstituted sp(3)-carbon in 1,1-diborylalkanes was achieved at room temperature. The generation of a monoborate intermediate by virtue of the adjacent B atom could result in the chemoselective coupling reaction under ambient conditions.
Negishi, E.-I.; Shi, J.-C.; Zeng, X.
Tetrahedron, 61, 9886-9886 (2005)

Artikel

A variety of palladium-catalyzed cross-coupling reactions can be run under room temperature conditions in water with TPGS- 750-M, using a variety of commercially available palladium complexes and ligands.

Protokolle

TPGS-750-M surfactant enables various reactions in water at room temperature, enhancing efficiency and versatility in synthesis.

Questions

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  1. 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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  2. 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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