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Merck
CN

901215

Ephos

greener alternative

≥95%, powder or crystals

Synonym(s):

Dicyclohexyl(3-isopropoxy-2′,4′,6′-triisopropyl-[1,1′-biphenyl]-2-yl)phosphane

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About This Item

Empirical Formula (Hill Notation):
C36H55OP
CAS Number:
2118959-55-8
Molecular Weight:
534.80
MDL number:
MFCD31619192
UNSPSC Code:
12352128
NACRES:
NA.22

Key Documents

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Product Name

Ephos, ≥95%

SMILES string

P(C4CCCCC4)(C3CCCCC3)c1c(cccc1c2c(cc(cc2C(C)C)C(C)C)C(C)C)OC(C)C

InChI

1S/C36H55OP/c1-24(2)28-22-32(25(3)4)35(33(23-28)26(5)6)31-20-15-21-34(37-27(7)8)36(31)38(29-16-11-9-12-17-29)30-18-13-10-14-19-30/h15,20-27,29-30H,9-14,16-19H2,1-8H3

InChI key

FDAKNRLXSJBEFL-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

Quality Level

100

greener alternative product score

old score: 41
new score: 28
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greener alternative product characteristics

Atom Economy
Safer Solvents and Auxiliaries
Inherently Safer Chemistry for Accident Prevention
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

161-162 °C

functional group

phosphine

greener alternative category

Re-engineered

Related Categories

General description

We are committed to bringing you Greener Alternative Products that adhere to one of the four categories of Greener Alternatives. This product belongs to the category of Re-engineered Products, demonstrating key improvements in Green Chemistry Principles such as "Atom Economy", "Safer Solvents and Auxiliaries", and "Inherently Safer Chemistry for Accident Prevention". Click here to view its DOZN scorecard.

Application

Buchwald ligand for Pd-catalyzed C–N cross-coupling between primary amines and aryl
halides to form 2-arylaminooxazoles. Catalyst system was reported with NaOPh (CDS001581).
Ephos can be used as a ligand in the palladium-catalyzed synthesis of 4-arylaminothiazoles and 2-arylaminooxazoles.

Other Notes

Mechanistic Insight Leads to a Ligand That Facilitates the Pd-Catalyzed Formation of 2-(Hetero)Arylaminooxazoles and 4-(Hetero)Arylaminothiazoles

Storage Class

11 - 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
SHBR8213
MKCW4338
MKCT5602
MKCT1755
SHBK8018

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Mechanistic Insight Leads to a Ligand That Facilitates the Pd?Catalyzed Formation of 2?(Hetero) Arylaminooxazoles and 4?(Hetero) Arylaminothiazoles.
Olsen E P, et al.
Angewandte Chemie (International Edition in English) (2017)

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