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Merck
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Principaux documents

570958

Sigma-Aldrich

Tri-tert-butylphosphine

98%

Synonyme(s) :

P(t-Bu)3

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About This Item

Formule linéaire :
[(CH3)3C]3P
Numéro CAS:
Poids moléculaire :
202.32
Beilstein:
1738613
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352128
ID de substance PubChem :
Nomenclature NACRES :
NA.22
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Essai

98%

Capacité de réaction

reaction type: Cross Couplings

Pertinence de la réaction

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

pb

102-103 °C/13 mmHg (lit.)

Pf

30-35 °C (lit.)

Densité

0.834 g/mL at 20 °C (lit.)

Groupe fonctionnel

phosphine

Chaîne SMILES 

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

Clé InChI

BWHDROKFUHTORW-UHFFFAOYSA-N

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Application

Preferred ligand in the palladium-catalyzed coupling of arylboronic acids with phenyliodonium ylides of hydroxyquinones.[1] Also used with Pd2(dba)3 for the α-arylation of trimethylsilyl enol ethers with aryl halides.[2]

Produit(s) apparenté(s)

Pictogrammes

FlameCorrosion

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

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

Code de la classe de stockage

4.2 - Pyrophoric and self-heating hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

1.4 °F

Point d'éclair (°C)

-17 °C

Équipement de protection individuelle

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


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Certificats d'analyse (COA)

Lot/Batch Number

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Consulter la Bibliothèque de documents

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 réponse
    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 réponse
    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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