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668524

Sigma-Aldrich

(+)-1,2-Bis[(2R,5R)-2,5-diisopropylphospholano]benzene

kanata purity

Synonym(s):
(R,R)-i-Pr-DUPHOS
Empirical Formula (Hill Notation):
C26H44P2
CAS Number:
Molecular Weight:
418.58
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

form

solid

optical activity

[α]20/D +103°, c = 1 in chloroform

refractive index

n20/D 1.5701

SMILES string

CC(C)[C@H]1CC[C@H](C(C)C)P1c2ccccc2P3[C@H](CC[C@@H]3C(C)C)C(C)C

InChI

1S/C26H44P2/c1-17(2)21-13-14-22(18(3)4)27(21)25-11-9-10-12-26(25)28-23(19(5)6)15-16-24(28)20(7)8/h9-12,17-24H,13-16H2,1-8H3/t21-,22-,23-,24-/m1/s1

InChI key

RBVGOQHQBUPSGX-MOUTVQLLSA-N

Related Categories

General description

Optical rotation devation ± 13

Application

(R,R)-i-Pr-DUPHOS is a chiral phospholane class of ligand that can be used in:
  • The catalytic asymmetric hydrogenation reactions.
  • Rhodium catalyzed enantioselective synthesis of 1,2 diols via asymmetric intramolecular hydrosilylation of α- and β-hydroxyketones.
  • In the enantioselective synthesis of diarylmethanols by arylation of aromatic aldehydes with arylboronic acids in the presence of a rhodium catalyst.

Legal Information

Sold in collaboration with Kanata Chemical Technologies Inc. for research purposes only. These compounds were made and sold under license from E.I. du Pont de Nemours and Company, which license does not include the right to use the compounds in producing products for sale in the pharmaceutical field.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

230.0 °F

Flash Point(C)

> 110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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