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404446

Sigma-Aldrich

(R,R)-(−)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride

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Sinonimo/i:

(R,R)-Jacobsen’s catalyst, Jacobsen’s catalyst

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1 G
CHF 49.00
5 G
CHF 160.00
25 G
CHF 707.00

About This Item

Formula condensata:
[[[(CH3)3C]2C6H2-2-(O-)CH=N]2C6H10]MnCl
Numero CAS:
138124-32-0
Peso molecolare:
635.20
Numero MDL:
MFCD02101664
Codice UNSPSC:
12352101
ID PubChem:
24865246
NACRES:
NA.22

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Caratteristiche più verdi

Catalysis
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Punto di fusione

330-332 °C (lit.)

Categoria alternativa più verde

, Aligned

Stringa SMILE

CC(C)(C)c1cc2\C=N\[C@@H]3CCCC[C@H]3\N=C\c4cc(cc(c4O[Mn](Cl)Oc2c(c1)C(C)(C)C)C(C)(C)C)C(C)(C)C

InChI

1S/C36H54N2O2.ClH.Mn/c1-33(2,3)25-17-23(31(39)27(19-25)35(7,8)9)21-37-29-15-13-14-16-30(29)38-22-24-18-26(34(4,5)6)20-28(32(24)40)36(10,11)12;;/h17-22,29-30,39-40H,13-16H2,1-12H3;1H;/q;;+3/p-3/b37-21+,38-22+;;/t29-,30-;;/m1../s1
LJVAWOSDJSQANR-OHRASPNLSA-K

Categorie correlate

Descrizione generale

(R,R)-(-)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride is a metal-salen complex that can catalyze a variety of asymmetric transformations

(R,R)-(−)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride is a catalyst used in the epoxidation of arenes. [1] [2]
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Applicazioni

Salen (Mn)-catalyzed asymmetric epoxidation of unfunctionalized olefins.[3][4][5][6] High enantioselectivities and yields are obtained for a variety of substrates[3], especially cis-alkenes. A few applications include the synthesis of the taxol side chain[7] and cis-1-amino-2-indanol.[8][9] Jacobsen′s catalyst has also been used in the asymmetric α-hydroxylation of silyl enol ethers.[10] Catalyst for the enantioselective epoxidation of a variety of olefins.[10][11]

Note legali

Manufactured under license by Sterling Pharma Solutions Limited, using Jacobsen HKR technology.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Classi di pericolo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
MKCW7653
MKCV9215
MKCF0902
MKCC4354
WXBC3298V

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I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.

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Enantioselective arene epoxidation under mild conditions by Jacobsen catalyst: The role of protic solvent and co-catalyst in the activation of hydrogen peroxide
Rocha, Mariana, et al.
Applied Catalysis A: General, 460, 116-123 (2013)
A highly potential analogue of jacobsen catalyst with in-built phase transfer capability in enantioselective epoxidation of nonfunctionalized alkenes
Kureshy, Rukhsana I and Noor-ul, et al.
Chinese Journal of Catalysis, 209, 99-104 (2002)
Adam, W. et al.
Tetrahedron, 37, 6531-6531 (1996)
Zhang, W. Jacobsen, E.N.
The Journal of Organic Chemistry, 56, 2296-2296 (1991)
Senanayake, C.H. et al.
Tetrahedron Letters, 36, 3993-3993 (1995)
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Questions

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  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/449/386/product-dating-information-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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