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510017

Sigma-Aldrich

(Oxydi-2,1-phenylene)bis(diphenylphosphine)

greener alternative

98%

Synonym(s):

Bis[(2-diphenylphosphino)phenyl] ether, DPEPhos

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About This Item

Linear Formula:
O[C6H4P(C6H5)2]2
CAS Number:
166330-10-5
Molecular Weight:
538.55
MDL number:
MFCD00233863
UNSPSC Code:
12352112
PubChem Substance ID:
24873467
NACRES:
NA.22

Assay

98%

reaction suitability

reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: Heck Reaction
reagent type: ligand
reaction type: Hydroaminations
reagent type: ligand
reaction type: Negishi Coupling
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

184-187 °C (lit.)

functional group

phosphine

greener alternative category

, Aligned

SMILES string

O(c1ccccc1P(c2ccccc2)c3ccccc3)c4ccccc4P(c5ccccc5)c6ccccc6

InChI

1S/C36H28OP2/c1-5-17-29(18-6-1)38(30-19-7-2-8-20-30)35-27-15-13-25-33(35)37-34-26-14-16-28-36(34)39(31-21-9-3-10-22-31)32-23-11-4-12-24-32/h1-28H

InChI key

RYXZOQOZERSHHQ-UHFFFAOYSA-N

Related Categories

General description

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

Application

Ligand for ruthenium-catalyzed greener amine synthesis from amines and alcohols by hydrogen-borrowing.

Ruthenium-Catalyzed N-Alkylation of Amines and Sulfonamides Using Borrowing Hydrogen Methodology

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Zihao Zhang et al.
ChemSusChem, 13(18), 4922-4928 (2020-07-17)
Catalytic deoxygenation of even-numbered fatty acids into odd-chain linear α-olefins (LAOs) has emerged as a complementary strategy to oligomerization of ethylene, which only affords even-chain LAOs. Although enzymes and homogeneous catalysts have shown promising potential for this application, industrial production
Markus Schmid et al.
ACS applied materials & interfaces, 12(46), 51709-51718 (2020-11-10)
Understanding and controlling the driving forces for molecular alignment in optoelectronic thin-film devices is of crucial importance for improving their performance. In this context, the preferential orientation of organometallic iridium complexes is in the focus of research to benefit from
Nasrin Nemati et al.
Materials (Basel, Switzerland), 13(9) (2020-05-07)
Homogeneous palladium-catalyzed (Pd-catalyzed) cyclocarbonylation of unsaturated allylic alcohols and alkynols in the presence of hydrogen forms lactone products with important applications in the food, perfume, and polymer industry. In this work, the cyclocarbonylation of 2-methyl-3-buten-2-ol was studied for the first
Nicholas R Andreychuk et al.
Dalton transactions (Cambridge, England : 2003), 47(14), 4866-4876 (2018-03-16)
Palladium-catalyzed coupling of 1-adamantylamine (2 equiv.) with 4,5-dibromo-2,7-di-tert-butyl-9,9-dimethylxanthene afforded the proligand 4,5-bis(1-adamantylamino)-2,7-di-tert-butyl-9,9-dimethylxanthene, H2[XAd] (1), which upon deprotonation with excess KH or KCH2Ph in THF or dme generated [{K(THF)3}2(XAd)] (2a) and [K2(XAd)(dme)] (2b). Subsequent reaction of in situ generated 2a or
Helen Larson et al.
The Journal of organic chemistry, 84(20), 13092-13103 (2019-09-25)
This manuscript details the development of the nickel-catalyzed arylation of oxazoles and benzoxazoles with aryl halides. A series of aryl, heteroaryl, and druglike electrophiles relevant to pharmaceutical applications were surveyed. The desired arylated products were obtained in synthetically useful yields
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