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631493

Sigma-Aldrich

Tricyclohexylphosphin-Tetrafluorborat

97%

Synonym(e):

Tricyclohexylphosphonium tetrafluoroborate

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Versandbereit am22. April 2025Details


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1 G
49,10 €
5 G
111,00 €

About This Item

Lineare Formel:
(C6H11)3P · HBF4
CAS-Nummer:
Molekulargewicht:
368.24
MDL-Nummer:
UNSPSC-Code:
12352101
PubChem Substanz-ID:
NACRES:
NA.22

49,10 €


Versandbereit am22. April 2025Details


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Qualitätsniveau

Assay

97%

Form

solid

Eignung der Reaktion

reaction type: Arylations
reaction type: Cross Couplings
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling

mp (Schmelzpunkt)

164 °C (lit.)

Funktionelle Gruppe

phosphine

SMILES String

F[B-](F)(F)F.[H][P+](C1CCCCC1)(C2CCCCC2)C3CCCCC3

InChI

1S/C18H33P.BF4/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;2-1(3,4)5/h16-18H,1-15H2;/q;-1/p+1

InChIKey

MYSMMEUXKHJYKH-UHFFFAOYSA-O

Allgemeine Beschreibung

Tricyclohexylphosphine tetrafluoroborate (PCy3·HBF4) is an inexpensive and air-stable phosphine ligand, commonly used in cross-coupling reactions.[1]

Anwendung

Tricyclohexylphosphine tetrafluoroborate may be used in the following processes:
  • As a ligand for preparing C-homoaporphine alkaloids via microwave-assisted direct-arylation.[2]
  • To synthesize poly-[9,9-bis(3-propylamide-2-methylpropyl sulfonic acid) fluorene]-co-(4,4′-diphenyl) (PFDBSO3H), which can be employed as a template and doping agent for enhancing the conductivity of poly(3,4-ethylenedioxythiophene) (PEDOT) films.[3]
  • To improve the reactivity of palladium-catalyzed Suzuki-Miyaura cross-coupling reaction between MIDA boronates and less activated alkenyl tosylates.[1]
Used with Ru(cod)Cl dimer to catalyze the dehydrogenative coupling of alcohols and amines to form amide bonds.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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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

Synthesis and characterization of PEDOT aqueous dispersions with sulfonated polyfluorene as a template and doping agent.
Gu J, et al.
Reactive functional Polymers, 100, 83-88 (2016)
Synthesis of C-homoaporphines via microwave-assisted direct arylation.
Chaudhary S and Harding WW.
Tetrahedron, 67(3), 569-575 (2011)
Suzuki-Miyaura cross-coupling of alkenyl tosylates with alkenyl MIDA boronates.
Luthy M and Taylor RJK.
Tetrahedron Letters, 53(27), 3444-3447 (2012)

Artikel

We are proud to offer a number of products used in catalytic amidation technology.

Fragen

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

    1 Antwort
    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 Antwort
    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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