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Merck

901907

RuPhos

greener alternative

95%, powder or crystals

Synonym(s):

2-Dicyclohexylphosphino-2′,6′-diisopropoxybiphenyl

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About This Item

Empirical Formula (Hill Notation):
C30H43O2P
CAS Number:
787618-22-8
Molecular Weight:
466.64
NACRES:
NA.22
UNSPSC Code:
12352112
MDL number:
MFCD06798294

Key Documents

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Product Name

RuPhos, 95%

InChI

1S/C30H43O2P/c1-22(2)31-27-19-13-20-28(32-23(3)4)30(27)26-18-11-12-21-29(26)33(24-14-7-5-8-15-24)25-16-9-6-10-17-25/h11-13,18-25H,5-10,14-17H2,1-4H3

SMILES string

CC(C)Oc1cccc(OC(C)C)c1-c2ccccc2P(C3CCCCC3)C4CCCCC4

InChI key

MXFYYFVVIIWKFE-UHFFFAOYSA-N

assay

95%

form

powder or crystals

reaction suitability

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, reagent type: catalyst
reaction type: Cross Couplings, reagent type: ligand

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

123-126 °C, 125 °C

functional group

phosphine

greener alternative category

Aligned

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of the 12 Principles of Green Chemistry. This product has been enhanced for catalysis. Click here for more information.

Application

Bulky phosphine ligand used in a palladium-catalyzed cross-coupling of aminoethyltrifluoroborates with electron-poor aryl bromides.

Legal Information

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

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5312V
WXBD0716V
WXBC7954V

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Paul Chatelain et al.
Angewandte Chemie (International ed. in English), 58(42), 14959-14963 (2019-08-24)
Ideal organic syntheses involve the rapid construction of C-C bonds, with minimal use of functional group interconversions. The Suzuki-Miyaura cross-coupling (SMC) is a powerful way to form biaryl linkages, but the relatively similar reactivity of electrophilic partners makes iterative syntheses

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