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Merck

287822

Sigma-Aldrich

Tri(o-tolyl)phosphine

97%

Sinónimos:

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

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About This Item

Fórmula lineal:
(CH3C6H4)3P
Número de CAS:
Peso molecular:
304.37
Beilstein:
661212
Número CE:
Número MDL:
Código UNSPSC:
12352128
ID de la sustancia en PubChem:
NACRES:
NA.22
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Nivel de calidad

Ensayo

97%

idoneidad de la reacción

reaction type: Cross Couplings
reaction type: Silylations
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

mp

123-125 °C (lit.)

grupo funcional

phosphine

cadena 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

Clave InChI

COIOYMYWGDAQPM-UHFFFAOYSA-N

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Descripción general

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

Aplicación

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

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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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)
Tri (o-tolyl) phosphine for highly efficient Suzuki coupling of propargylic carbonates with boronic acids
Junzhe X et al.
Chemical Communications (Cambridge, England), 54, 10451-10454 (2018)
Chengjun Pan et al.
Macromolecular rapid communications, 40(12), e1900082-e1900082 (2019-04-04)
The molecular structure of polymers has a great influence on their thermoelectric properties; however, the relationship between the molecular structure of a polymer and its thermoelectric properties remains unclear. In this work, two benzo[1,2-b:4,5-b']dithiophene (BDT)-based conjugated polymers are designed and
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

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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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