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Merck

29511

(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
UNSPSC Code:
12352112
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4790083
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Quality Level

assay

≥97%

optical purity

ee: ≥99%

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

functional group

phosphine

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

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-β-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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

29511-100MG: + 29511-BULK: + 29511-VAR: + 29511-50G: + 29511-1G: + 29511-100G: + 29511-5G: + 29511-250G: + 29511-500MG:

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