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Merck

675784

1,2,3,4,5-Pentaphenyl-1′-(di-tert-butylphosphino)ferrocene

Synonym(s):

QPhos

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100 MG

CZK 2,133.50

500 MG

CZK 7,740.00

CZK 2,133.50

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About This Item

Linear Formula:
[(C6H5)5C5]Fe[C5H4(P(C4H9)2)]
CAS Number:
312959-24-3
Molecular Weight:
710.71
NACRES:
NA.22
PubChem Substance ID:
24885299
UNSPSC Code:
12352005
MDL number:
MFCD03788940

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InChI

1S/C35H25.C13H22P.Fe/c1-6-16-26(17-7-1)31-32(27-18-8-2-9-19-27)34(29-22-12-4-13-23-29)35(30-24-14-5-15-25-30)33(31)28-20-10-3-11-21-28;1-12(2,3)14(13(4,5)6)11-9-7-8-10-11;/h1-25H;7-10H,1-6H3;

SMILES string

[Fe].CC(C)(C)P([C]1[CH][CH][CH][CH]1)C(C)(C)C.c2ccc(cc2)[C]3[C]([C]([C]([C]3c4ccccc4)c5ccccc5)c6ccccc6)c7ccccc7

InChI key

YOQRDWPCPFCDLP-UHFFFAOYSA-N

reaction suitability

reagent type: ligand
reaction type: Arylations
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: Sonogashira Coupling
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

mp

211-219 °C

functional group

phosphine

Quality Level

100

Related Categories

Application

Sterically hindered phosphine with broad application in a variety of palladium-catalyzed amination and etherification reactions of aryl chlorides.[1]

Legal Information

Sold in collaboration with Johnson Matthey Catalyst for research purposes only. US6562989 B2 and any patents arising therefrom apply.

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ1635
MKCV9290
MKCR2859
MKCQ7809
MKCQ0151

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Takuo Hama et al.
Journal of the American Chemical Society, 128(15), 4976-4985 (2006-04-13)
The intermolecular alpha-arylation and vinylation of amides by palladium-catalyzed coupling of aryl bromides and vinyl bromides with zinc enolates of amides is reported. Reactions of three different types of zinc enolates have been developed. The reactions of aryl halides occur

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