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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
730998
tBuBrettPhos
97%
Synonyme(s) :
t-Bu Brett Phos, t-BuBrett-Phos, tertButylBrettPhos, 2-(Di-tert-butylphosphino)-2′,4′,6′- triisopropyl-3,6-dimethoxy-1,1′-biphenyl, t-BuBrett Phos, t-BuBrettPhos, [3,6-Dimethoxy-2′,4′,6′-tris(1-methylethyl) [1,1′-biphenyl]-2-yl]bis(1,1-dimethylethyl)phosphine, tert-ButylBrettPhos
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About This Item
Produits recommandés
Niveau de qualité
Essai
97%
Forme
solid
Capacité de réaction
reaction type: Cross Couplings
Pertinence de la réaction
reagent type: ligand
reaction type: Arylations
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: C-X Bond Formation
reagent type: ligand
reaction type: Fluorinations
Pf
166-170 °C
Groupe fonctionnel
phosphine
Chaîne SMILES
COc1ccc(OC)c(c1P(C(C)(C)C)C(C)(C)C)-c2c(cc(cc2C(C)C)C(C)C)C(C)C
InChI
1S/C31H49O2P/c1-19(2)22-17-23(20(3)4)27(24(18-22)21(5)6)28-25(32-13)15-16-26(33-14)29(28)34(30(7,8)9)31(10,11)12/h15-21H,1-14H3
Clé InChI
REWLCYPYZCHYSS-UHFFFAOYSA-N
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Catégories apparentées
Description générale
tBuBrettPhos is a phosphine ligand widely used in palladium-catalyzed cross-coupling reactions.[1]
Application
- Buchwald-Hartwig amination and C-O coupling
- Suzuki, Negishi, Stille, Hiyama, Sonogashira cross-couplings
- α-Arylation reaction
New Applications:
- Conversion of aryl and vinyl triflates to bromides and chlorides[2]
- Conversion of aryl triflates to aryl fluorides[3]
- O-Arylation of ethyl acetohydroximate[4]
- Conversion of aryl chlorides and sulfonates to nitroaromatics[5]
Caractéristiques et avantages
- White crystalline solid
- Air- and moisture-stable
- Thermally stable
- Highly efficient
- Wide functional group tolerance
- Excellent selectivity and conversion
Informations légales
Produit(s) apparenté(s)
Code de la classe de stockage
13 - Non Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
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Contenu apparenté
The Catalexis platform enhances catalysis by digitally optimizing catalyst selection to identify the most effective phosphine ligands for cross-coupling reactions.
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.
Explore reliable, premium grade catalysis materials for your pharma or industrial project. Specialty chemicals and formulations are available in bulk quantities and volumes from a few grams to multi-metric tons with complete documentation to simplify your leap from development to commercialization.
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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.pdfHelpful?
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