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703915

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

Synonym(s):

[N-[(1S,2S)-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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Pack SizeSKUAvailabilityPrice
100 mg

Estimated to ship TODAYfromMILWAUKEE

$54.10
$40.57
500 mg

Estimated to ship TODAYfromMILWAUKEE

$149.00

About This Item

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

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form

solid

Quality Level

optical activity

[α]20/D +178°, c = 0.5 in chloroform

reaction suitability

reagent type: catalyst
core: ruthenium
reaction type: Noyori Asymmetric Hydrogenation

mp

>175 °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-;;;/m0.../s1

InChI key

AZFNGPAYDKGCRB-XCPIVNJJSA-M

General description

RuCl(p-cymene)[(S,S)-Ts-DPEN] is a chiral diamine ligand complexed with ruthenium, which can be used for the asymmetric transfer hydrogenation of a variety of imines.

Application

Catalyst involved in:
  • Asymmetric transfer hydrogenation of imines and ketones
  • Intramolecular asymmetric reductive amination
  • Tandem hydroformylation / hydrogenation of terminal olefins

Reactant involved in studies of thermal decomposition of areneruthenium chiral amido-amine alkyl complexes

Legal Information

Sold in collaboration with Takasago for research purposes only. WO9720789

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1 of 1

This Item
925209930121703907
reaction suitability

reagent type: catalyst
core: ruthenium
reaction type: Noyori Asymmetric Hydrogenation

reaction suitability

reagent type: catalyst
core: ruthenium
reaction type: Noyori Asymmetric Hydrogenation

reaction suitability

-

reaction suitability

reagent type: catalyst
core: ruthenium
reaction type: Noyori Asymmetric Hydrogenation

form

solid

form

powder

form

powder or crystals

form

powder

functional group

amine, phenyl

functional group

-

functional group

-

functional group

amine, phenyl

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

optical activity

[α]20/D +178°, c = 0.5 in chloroform

optical activity

-

optical activity

-

optical activity

[α]20/D −116°, c = 0.1 in chloroform


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Articles

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


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



Global Trade Item Number

SKUGTIN
703915-500MG04061832824048
703915-100MG04061833555361

Questions

1–2 of 2 Questions  
  1. 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/418/501/product-dating-information-06-25-mk.pdf

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  2. 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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