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703907

Sigma-Aldrich

RuCl(p-cymene)[(R,R)-Ts-DPEN]

Synonym(s):

[N-[(1R,2R)-2-(Amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN]chloro[(1,2,3,4,5,6-η)-1-methyl-4-(1-methylethyl)benzene]-ruthenium

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About This Item

Empirical Formula (Hill Notation):
C31H35ClN2O2RuS
CAS Number:
192139-92-7
Molecular Weight:
636.21
MDL number:
MFCD10567385
UNSPSC Code:
12352116
PubChem Substance ID:
329762075
NACRES:
NA.22

$23.19

List Price$29.10Save 20%
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Available to ship onMay 15, 2025Details

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form

powder

Quality Level

100

optical activity

[α]20/D −116°, c = 0.1 in chloroform

mp

215 °C

functional group

amine
phenyl

storage temp.

2-8°C

SMILES string

CC(C)c1ccc(C)cc1.Cc2ccc(cc2)S(=O)(=O)N([Ru]Cl)[C@@H]([C@H](N)c3ccccc3)c4ccccc4

InChI

1S/C21H21N2O2S.C10H14.ClH.Ru/c1-16-12-14-19(15-13-16)26(24,25)23-21(18-10-6-3-7-11-18)20(22)17-8-4-2-5-9-17;1-8(2)10-6-4-9(3)5-7-10;;/h2-15,20-21H,22H2,1H3;4-8H,1-3H3;1H;/q-1;;;+2/p-1/t20-,21-;;;/m1.../s1

InChI key

AZFNGPAYDKGCRB-AGEKDOICSA-M

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General description

RuCl(p-cymene)[(R,R)-Ts-DPEN] is a chiral diamine ligand complexed with ruthenium.[1]

Application

Takasago Ligands and Complexes for Asymmetric Reactions
Phosphine cationic ruthenium catalysts used for enantioselective hydrogenation of:
  • Quinolines
  • N-Alkyl ketimines
  • Antitumor and antiproliferative derivatives of natural products isolated from bacteria
  • Hydroxy arylaldehydes via Rap-Stoermer-enantioselective transfer hydrogenation

Catalyst with improved performance modified via microenvironment engineering of nanocages

Legal Information

Sold in collaboration with Takasago for research purposes only. WO9720789

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX6876
MKCS8197
MKCM4557
MKCL9456
MKCJ9480

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Carbonyl compounds: still central to organic synthesis
Aldrichimica Acta, 41(4) (2008)

Articles

Takasago Ligands

Hydrogenation, Asymmetric Catalysis, Binap, SEGPHOS®, Aldol reaction, Alkenylation, Arylation, Mannich reaction, Fluorination, Michael addition, Hydrosilylation, Cycloaddition, Takasago

Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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