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676004

Sigma-Aldrich

(R)-(+)-2,2′,6,6′-Tetramethoxy-4,4′-bis(di(3,5-xylyl)phosphino)-3,3′-bipyridine

97%

Synonym(s):

(R)-Xylyl-P-Phos

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About This Item

Empirical Formula (Hill Notation):
C46H50N2O4P2
CAS Number:
442905-33-1
Molecular Weight:
756.85
MDL number:
MFCD04974235
UNSPSC Code:
12352005
PubChem Substance ID:
24885316
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

optical activity

[α]20/D +125°, c = 1 in chloroform

mp

190-194 °C

functional group

phosphine

SMILES string

COc1cc(P(c2cc(C)cc(C)c2)c3cc(C)cc(C)c3)c(c(OC)n1)-c4c(OC)nc(OC)cc4P(c5cc(C)cc(C)c5)c6cc(C)cc(C)c6

InChI

1S/C46H50N2O4P2/c1-27-13-28(2)18-35(17-27)53(36-19-29(3)14-30(4)20-36)39-25-41(49-9)47-45(51-11)43(39)44-40(26-42(50-10)48-46(44)52-12)54(37-21-31(5)15-32(6)22-37)38-23-33(7)16-34(8)24-38/h13-26H,1-12H3

InChI key

JRTHAKOHBMETRC-UHFFFAOYSA-N

Application

Ligand employed in the asymmetic hydrogenation of ß-keto esters, 2-arylacrylates, aryl ketones , and other substrates.

Legal Information

Sold in collaboration with Johnson Matthey Catalyst for research purposes only. US5886182 and any patents arising therefrom apply.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCK6659
MKBZ8530V
09329KE

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Jing Wu et al.
Accounts of chemical research, 39(10), 711-720 (2006-10-18)
This Account outlines our efforts in the design and synthesis of a family of highly effective atropisomeric dipyridylphosphine ligands (P-Phos and its variants) and in the development of their widespread applications in transition-metal-catalyzed asymmetric reactions including hydrogenation, hydrosilylation, and C-C

Articles

P-Phos, PhanePhos and BoPhoz™ Ligands

P-Phos ligand family enhances catalysis, featuring atropisomeric biaryl bisphosphine with unique structural elements.

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