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Merck

570958

Sigma-Aldrich

Tri-tert-butylphosphine

98%

Sinónimos:

P(t-Bu)3

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1 G
MXP 2,098.00
5 G
MXP 5,527.00
10 G
MXP 12,770.00

MXP 2,098.00


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Fórmula lineal:
[(CH3)3C]3P
Número CAS:
Peso molecular:
202.32
Beilstein/REAXYS Number:
1738613
EC Number:
MDL number:
UNSPSC Code:
12352128
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

assay

98%

reaction suitability

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

30-35 °C (lit.)

density

0.834 g/mL at 20 °C (lit.)

functional group

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

InChI key

BWHDROKFUHTORW-UHFFFAOYSA-N

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Este artículo
901438655325901441
reaction suitability

reaction type: Cross Couplings, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Stille Coupling, reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling, reagent type: ligand
reaction type: Addition Reactions, reagent type: ligand
reaction type: Sonogashira Coupling

reaction suitability

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

reaction suitability

-

reaction suitability

-

assay

98%

assay

-

assay

-

assay

-

functional group

phosphine

functional group

phosphine

functional group

phosphine

functional group

phosphine

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

mp

30-35 °C (lit.)

mp

-

mp

-

mp

-

bp

102-103 °C/13 mmHg (lit.)

bp

-

bp

-

bp

-

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]

comparable product

Referencia del producto
Descripción
Precios

pictograms

FlameCorrosion

signalword

Danger

hcodes

Hazard Classifications

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

Clase de almacenamiento

4.2 - Pyrophoric and self-heating hazardous materials

wgk_germany

WGK 3

flash_point_f

1.4 °F

flash_point_c

-17 °C

ppe

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


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Certificados de análisis (COA)

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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

Contenido relacionado

Phosphine Ligand Application Guide

Questions

1–2 of 2 Questions  
  1. 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/418/501/product-dating-information-06-25-mk.pdf

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  2. 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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