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tBuXPhos

98%, solid

greener alternative

Bardziej ekologiczna alternatywa

Synonim(y):

tBuXPhos, 2-Di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl, t-Bu XPhos, tert-Butyl XPhos

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Rozmiar/SKUDostępnośćCena netto
1 g
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255,00 zł
191,25 zł
5 g
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612,00 zł
25 g
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500 g
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32 660,00 zł

Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C29H45P
Numer CAS:
Masa cząsteczkowa:
424.64
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22
MDL number:

191,25 zł

Cena katalogowa255,00 złZaoszczędź 25%

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Nazwa produktu

tBuXPhos, 98%

Quality Segment

product line

Buchwald Ligand

assay

98%

form

solid

reaction suitability

reaction type: Cross Couplings, reagent type: ligand
reaction type: Arylations, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: Carboxylations, reagent type: ligand
reaction type: Decarboxylations

greener alternative product score

old score: 12
new score: 1
Find out more about DOZN™ Scoring

greener alternative product characteristics

Atom Economy
Design for Energy Efficiency
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

148-151 °C (lit.)

functional group

phosphine

greener alternative category

SMILES string

CC(P(C(C=CC=C1)=C1C(C(C(C)C)=CC(C(C)C)=C2)=C2C(C)C)C(C)(C)C)(C)C

InChI

1S/C29H45P/c1-19(2)22-17-24(20(3)4)27(25(18-22)21(5)6)23-15-13-14-16-26(23)30(28(7,8)9)29(10,11)12/h13-21H,1-12H3

InChI key

SACNIGZYDTUHKB-UHFFFAOYSA-N

General description

tBuXPhos [2-Di-tert-butylphosphino-2′,4′,6′-triisopropylbiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Atom Economy”, “Use of Renewable Feedstock” and “Design for Energy Efficiency”. Click here to view its DOZN scorecard.

Learn more about Buchwald Phosphine Ligands

Application

tBuXPhos is a ligand for Pd-catalyzed C-O and C-N bond formation.
It can be used in the following reactions:
  • Palladium-catalyzed Tsuji-Trost substitution and cross-coupling of benzylic fluorides.
  • Palladium-catalyzed C-N cross-coupling of sulfinamides and aryl halides.
  • Palladium-catalyzed rapid methoxylation and deuteriomethoxylation of bromo-chalcones.

tBuXPhos has been used in the preparation of [tBuXPhosAu(MeCN)]BAr4F, a gold catalyst for the intermolecular [2+2] cycloaddition of terminal arylalkynes with substituted alkenes to form functionalized cyclobutenes with high regioselectivity.

Legal Information

Usage subject to Patents: EP 1097158; JP 5758844; CA 2336691
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PMC2005936693638072
description

98%

description

≥98%, ISOM8

description

-

description

98%

assay

98%

assay

≥98%

assay

-

assay

98%

reaction suitability

reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Cross Couplings, reagent type: ligand
reaction type: Carboxylations, reagent type: ligand
reaction type: Arylations, reagent type: ligand
reaction type: Decarboxylations

reaction suitability

reaction type: Cross Couplings, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand, reaction type: Carboxylations, reaction type: Decarboxylations, reaction type: Arylations

reaction suitability

reagent type: ligand

reaction suitability

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

functional group

phosphine

functional group

phosphine

functional group

-

functional group

phosphine

form

solid

form

solid

form

solid

form

-

Quality Level

300

Quality Level

300

Quality Level

100

Quality Level

300

mp

148-151 °C (lit.)

mp

148-151 °C (lit.), 144-145 °C (Lit.)

mp

-

mp

164-166 °C (lit.)


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Klasa składowania

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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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

      Helpful?

  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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