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29511

Sigma-Aldrich

(S)-(−)-(6,6′-Dimethoxybiphenyl-2,2′-diyl)bis(diphenylphosphine)

greener alternative

≥97%, optical purity ee: ≥99%

Synonym(s):

(S)-(−)-2,2′-Bis(diphenylphosphino)-6,6′-dimethoxy-1,1′-biphenyl, (S)-(−)-MeO-BIPHEP, SL-A101-2

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About This Item

Empirical Formula (Hill Notation):
C38H32O2P2
CAS Number:
Molecular Weight:
582.61
Beilstein:
4790083
MDL number:
UNSPSC Code:
12352112
PubChem Substance ID:
NACRES:
NA.22

Assay

≥97%

optical purity

ee: ≥99%

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

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Greener Alternative Product

greener alternative category

SMILES string

COc1cccc(P(c2ccccc2)c3ccccc3)c1-c4c(OC)cccc4P(c5ccccc5)c6ccccc6

InChI

1S/C38H32O2P2/c1-39-33-25-15-27-35(41(29-17-7-3-8-18-29)30-19-9-4-10-20-30)37(33)38-34(40-2)26-16-28-36(38)42(31-21-11-5-12-22-31)32-23-13-6-14-24-32/h3-28H,1-2H3

InChI key

KRJVQCZJJSUHHO-UHFFFAOYSA-N

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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

Atropisomeric MeOBIPHEP ligands

  • C–C coupling reactions
  • Ligand for palladium-catalyzed intramolecular allylic alkylation of unsaturated amides
  • Enantioselective hydrogenation of a-amino-ß-keto ester hydrochlorides catalyzed by an iridium complex
  • Asymmetric hydrogenation of aromatic ketones
Ligand for ruthenium-catalyzed greener amine synthesis by enamine reduction with hydrogen gas.

Asymmetric Synthesis of (S)-3-Amino-4-methoxy-butan-1-ol by Way of Reductive Amination

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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