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Key Documents

791016

Sigma-Aldrich

RockPhos

97%

Synonyme(s) :

2-Di(tert-butyl)phosphino-2′,4′,6′-triisopropyl-3-methoxy-6-methylbiphenyl, Di-tert-butyl(2′,4′,6′-triisopropyl-3-methoxy-6-methyl-[1,1′-biphenyl]-2-yl)phosphine

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About This Item

Formule empirique (notation de Hill):
C31H49OP
Numéro CAS:
Poids moléculaire :
468.69
Numéro MDL:
Code UNSPSC :
12352112
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Pureté

97%

Forme

solid

Capacité de réaction

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling

Pertinence de la réaction

reagent type: ligand
reaction type: Cross Couplings

Pf

121-131 °C

Groupe fonctionnel

phosphine

Température de stockage

15-25°C

Chaîne SMILES 

CC1=C(C2=C(C(C)C)C=C(C(C)C)C=C2C(C)C)C(P(C(C)(C)C)C(C)(C)C)=C(OC)C=C1

InChI

1S/C31H49OP/c1-19(2)23-17-24(20(3)4)28(25(18-23)21(5)6)27-22(7)15-16-26(32-14)29(27)33(30(8,9)10)31(11,12)13/h15-21H,1-14H3

Clé InChI

CVLLAKCGAFNZHJ-UHFFFAOYSA-N

Application

RockPhos is a biphenyl-based phosphine ligand used with Pd(0) catalyst for carbon-carbon and carbon-heteroatom bond formation reactions.
It can also be employed in the:
  • 2-fluroethoxylation of bromo-chalcones in the presence of palladium catalyst.
  • Conversion of aryl chlorides into aryl methoxides using RockPhos Pd G3 as a catalyst.

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


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

An Improved Synthesis of BrettPhos-and RockPhos-Type Biarylphosphine Ligands
Hoshiya N and Buchwald SL
advanced synthesis and catalysis, 354(10), 2031-2037 (2012)
A general and efficient Pd-catalyzed rapid 2-fluoroethoxylation of bromo-chalcones
Rangarajan TM, et al.
Journal of Fluorine Chemistry, 186(10), 101-110 (2016)
An Improved Synthesis of BrettPhos-and RockPhos-Type Biarylphosphine Ligands
Hoshiya N and Buchwald SL
Advanced Synthesis & Catalysis, 354(10), 2031-2037 (2012)
P-chlorobenzyl ether: A p-methoxybenzyl ether in disguise
Viuff AH, et al.
Organic Letters, 18(22), 5773-5775 (2016)

Contenu apparenté

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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.

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.

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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