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287822

Sigma-Aldrich

Tri(o-tolyl)phosphine

97%

Synonyme(s) :

P(o-tol)3, Tris(o-tolyl)phosphine

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54,70 $
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302,00 $

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1 G
54,70 $
10 G
302,00 $

About This Item

Formule linéaire :
(CH3C6H4)3P
Numéro CAS:
6163-58-2
Poids moléculaire :
304.37
Beilstein:
661212
Numéro CE :
228-193-9
Numéro MDL:
MFCD00008514
Code UNSPSC :
12352128
ID de substance PubChem :
24857295
Nomenclature NACRES :
NA.22

54,70 $

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Niveau de qualité

200

Essai

97%

Capacité de réaction

reaction type: Cross Couplings
reaction type: Silylations

Pertinence de la réaction

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: Stille Coupling
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

Pf

123-125 °C (lit.)

Groupe fonctionnel

phosphine

Chaîne SMILES 

Cc1ccccc1P(c2ccccc2C)c3ccccc3C

InChI

1S/C21H21P/c1-16-10-4-7-13-19(16)22(20-14-8-5-11-17(20)2)21-15-9-6-12-18(21)3/h4-15H,1-3H3

Clé InChI

COIOYMYWGDAQPM-UHFFFAOYSA-N

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Catégories apparentées

Description générale

Tri(o-tolyl)phosphine is a ligand used in the heck reaction and suzuki coupling of propargylic carbonates. [1] [2]

Application

Ligand used in a ruthenium-catalyzed direct amination of alcohols.[3]

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
0000365282
0000355731
0000355732
0000323958
0000323957

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Consulter la Bibliothèque de documents

Wenhan Xu et al.
Small (Weinheim an der Bergstrasse, Germany), 15(28), e1901582-e1901582 (2019-05-16)
Polymer dielectrics are ubiquitous in advanced electric energy storage systems. However, the relatively low operating temperature significantly menaces their widespread application at high temperatures, such as for hybrid vehicles and aerospace power electronics. Spider silk, a natural nanocomposite comprised of
Yih-Chun Chen et al.
ChemSusChem, 11(18), 3225-3233 (2018-07-08)
We have demonstrated two novel donor-acceptor-donor (D-A-D) hole-transport material (HTM) with spiro[fluorene-9,9'-phenanthren-10'-one] as the core structure, which can be synthesized through a low-cost process in high yield. Compared to the incorporation of the conventional HTM of commonly used 2,2',7,7'-tetrakis[N,N-di(4-methoxyphenyl)amino]-9,9'-spirobifluorene (Spiro-OMeTAD)
Valerio Cinà et al.
ChemPlusChem, 85(3), 391-398 (2020-03-03)
Hybrid nanostructures with switchable and reversible "blue-red-green" emission were efficiently synthesized. These nanostructures comprise polyhedral oligomeric silsesquioxanes (POSS) that behave as a nanocage that can be functionalized with terpyridine-based organic ligands, which can be easily complexed with europium (III) ions.
Majken Borup Thomsen et al.
Molecular imaging and biology, 22(5), 1290-1300 (2020-06-10)
Loss of neuronal synapse function is associated with a number of brain disorders. The [11C]UCB-J positron emission tomography (PET) tracer allows for in vivo examination of synaptic density, as it binds to synaptic vesicle glycoprotein 2A (SV2A) expressed in presynaptic
Tetrahedron Letters, 47, 8881-8881 (2006)
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Contenu apparenté

Catalyst Screening with Catalexis

The Catalexis platform enhances catalysis by digitally optimizing catalyst selection to identify the most effective phosphine ligands for cross-coupling reactions.

Criblage de catalyseurs avec Catalexis

La plateforme Catalexis améliore la catalyse en optimisant numériquement la sélection des catalyseurs afin d'identifier les ligands phosphine les plus efficaces pour les réactions de couplage croisé.

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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