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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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Sinónimos:

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

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1 G
US$ 70,00
5 G
US$ 229,00
25 G
US$ 1.010,00

US$ 70,00

Fecha estimada de envío30 de mayo de 2025

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1 G
US$ 70,00
5 G
US$ 229,00
25 G
US$ 1.010,00

About This Item

Fórmula lineal:
[[[(CH3)3C]2C6H2-2-(O-)CH=N]2C6H10]MnCl
Número de CAS:
138124-32-0
Peso molecular:
635.20
Número MDL:
MFCD02101664
Código UNSPSC:
12352101
ID de la sustancia en PubChem:
24865246
NACRES:
NA.22

US$ 70,00

Fecha estimada de envío30 de mayo de 2025

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Catalysis
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mp

330-332 °C (lit.)

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, Aligned

cadena SMILES

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

Clave InChI

LJVAWOSDJSQANR-OHRASPNLSA-K

Descripción general

(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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Aplicación

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]

Información legal

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

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H315,H319,H335

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
MKCW7653
MKCV9215
MKCF0902
MKCC4354
WXBC3298V

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Visite la Librería de documentos

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?

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    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?

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    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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