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MilliporeSigma

675806

Sigma-Aldrich

(R)-(+)-2,2′,6,6′-Tetramethoxy-4,4′-bis(diphenylphosphino)-3,3′-bipyridine

97%

Synonym(s):

(R)-P-Phos

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100 MG
$83.25

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About This Item

Empirical Formula (Hill Notation):
C38H34N2O4P2
CAS Number:
Molecular Weight:
644.64
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

assay

97%

form

solid

optical activity

[α]20/D +98°, c = 1 in chloroform

mp

261-265 °C

functional group

phosphine

SMILES string

COc1cc(P(c2ccccc2)c3ccccc3)c(c(OC)n1)-c4c(OC)nc(OC)cc4P(c5ccccc5)c6ccccc6

InChI

1S/C38H34N2O4P2/c1-41-33-25-31(45(27-17-9-5-10-18-27)28-19-11-6-12-20-28)35(37(39-33)43-3)36-32(26-34(42-2)40-38(36)44-4)46(29-21-13-7-14-22-29)30-23-15-8-16-24-30/h5-26H,1-4H3

InChI key

JZOSBBLJKXSBBN-UHFFFAOYSA-N

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1 of 4

This Item
676004675792754633
assay

97%

assay

97%

assay

97%

assay

97%

functional group

phosphine

functional group

phosphine

functional group

phosphine

functional group

fluoro, phosphine

form

solid

form

solid

form

-

form

solid

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

100

mp

261-265 °C

mp

190-194 °C

mp

261-265 °C

mp

123-128 °C

optical activity

[α]20/D +98°, c = 1 in chloroform

optical activity

[α]20/D +125°, c = 1 in chloroform

optical activity

[α]20/D -98°, c = 1 in chloroform

optical activity

[α]22/D +33.0°, c = 0.5% in chloroform

Application

Ligand employed in the asymmetic hydrogenation of ß-keto esters, 2-arylacrylates, aryl ketones , and other substrates.[1]

Legal Information

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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

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