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Merck

570958

Sigma-Aldrich

Tri-tert-butylphosphin

98%

Synonym(e):

P(t-Bu)3

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About This Item

Lineare Formel:
[(CH3)3C]3P
CAS-Nummer:
Molekulargewicht:
202.32
Beilstein:
1738613
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352128
PubChem Substanz-ID:
NACRES:
NA.22
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Qualitätsniveau

Assay

98%

Eignung der Reaktion

reaction type: Cross Couplings
reagent type: ligand
reaction type: Addition Reactions

reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction

reagent type: ligand
reaction type: Heck Reaction

reagent type: ligand
reaction type: Negishi Coupling

reagent type: ligand
reaction type: Sonogashira Coupling

reagent type: ligand
reaction type: Stille Coupling

reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

bp

102-103 °C/13 mmHg (lit.)

mp (Schmelzpunkt)

30-35 °C (lit.)

Dichte

0.834 g/mL at 20 °C (lit.)

Funktionelle Gruppe

phosphine

SMILES String

CC(C)(C)P(C(C)(C)C)C(C)(C)C

InChI

1S/C12H27P/c1-10(2,3)13(11(4,5)6)12(7,8)9/h1-9H3

InChIKey

BWHDROKFUHTORW-UHFFFAOYSA-N

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Anwendung

Bevorzugter Ligand bei der durch Palladium katalysierten Kupplung von Arylboronsäuren mit Phenyliodonium-Yliden von Hydroxychinonen.[1] Wird auch mit Pd2(dba)3 zur α-Arylierung von Trimethylsilylenolethern mit Arylhaliden verwendet.[2]

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Piktogramme

FlameCorrosion

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Eye Dam. 1 - Pyr. Sol. 1 - Skin Corr. 1B

Lagerklassenschlüssel

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 3

Flammpunkt (°F)

1.4 °F

Flammpunkt (°C)

-17 °C

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Die Dokumentenbibliothek aufrufen

Tetsuo Iwama et al.
Organic letters, 8(25), 5725-5728 (2006-12-01)
Inter- and intramolecular arylations of trimethylsilyl enol ethers with aryl halides are accomplished regiospecifically in the presence of a palladium catalyst and tributyltin fluoride in refluxing benzene or toluene. The optimal catalyst system called for the use of Pd2(dba)3 and
Synlett, 2597-2597 (2006)
Maria V Zakharova et al.
ACS applied materials & interfaces, 10(15), 13199-13210 (2018-03-10)
Conventional amines and phosphines, such as diethylenetriamine, diphenylpropylphosphine, triethylamine, and tetramethylpiperidine, were grafted or impregnated on the surface of metalated SBA-15 materials, such as Ti-, Al-, and Zr-SBA-15, to generate air-stable solid-supported Lewis acid-base pairs. The Lewis acidity of the

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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