Direkt zum Inhalt
Merck
Alle Fotos(2)

Wichtige Dokumente

Gesamtdokumentation anzeigen

696188

Sigma-Aldrich

1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-yliden

97%

Synonym(e):

1,3-Bis-(2,4,6-trimethylphenyl)-imidazol-2-yliden

Anmeldenzur Ansicht organisationsspezifischer und vertraglich vereinbarter Preise

Größe auswählen

250 MG
CHF 61.20
1 G
CHF 154.00

CHF 61.20

Check Cart for Availability
Bulk-Bestellung anfordern
Alle Fotos(2)

Größe auswählen

Ansicht ändern
250 MG
CHF 61.20
1 G
CHF 154.00

About This Item

Empirische Formel (Hill-System):
C21H24N2
CAS-Nummer:
141556-42-5
Molekulargewicht:
304.43
MDL-Nummer:
MFCD09265338
UNSPSC-Code:
12352005
PubChem Substanz-ID:
329761806
NACRES:
NA.22

CHF 61.20

Check Cart for Availability
Bulk-Bestellung anfordern

Assay

97%

Form

powder

Eignung der Reaktion

reagent type: catalyst

mp (Schmelzpunkt)

140 °C

Lagertemp.

−20°C

SMILES String

Cc1cc(C)c(N2[C]N(C=C2)c3c(C)cc(C)cc3C)c(C)c1

InChI

1S/C21H24N2/c1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6/h7-12H,1-6H3

InChIKey

JCYWCSGERIELPG-UHFFFAOYSA-N

Verwandte Kategorien

Anwendung

1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene (IMes) is a nucleophilic N-heterocyclic carbene (NHC) ligand.
It can be used to synthesize:
  • IMes ligated-rhodium complex as a catalyst for the selective hydrogenation of substituted aryl and heteroaryl boronate esters to cis-substituted borylated cycloalkanes.[1]
  • IMes/ruthenium complex (Cp*Ru(IMes)Cl)(Cp* =η5-C5Me3) as a catalyst for olefin ring closing metathesis reaction.[2]


IMes is also used as an ancillary ligand in Pd-catalyzed Suzuki-Miyaura cross-coupling reaction between aryl chlorides or aryl triflates and arylboronic acids.[3]

Piktogramme

FlameExclamation mark
GHS02,GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

4.1B - Flammable solid hazardous materials

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
MKCV8720
MKCV8717
MKCV8716
MKCV8714
MKCS2748

Die passende Version wird nicht angezeigt?

Wenn Sie eine bestimmte Version benötigen, können Sie anhand der Lot- oder Chargennummer nach einem spezifischen Zertifikat suchen.

Suche nach COA

Besitzen Sie dieses Produkt bereits?

In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Olefin metathesis-active ruthenium complexes bearing a nucleophilic carbene ligand
Huang J, et al.
Journal of the American Chemical Society, 121(12), 2674-2678 (1999)
Gilles Schnee et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(49), 17959-17972 (2015-10-21)
The present contribution reports experimental and theoretical mechanistic investigations on a normal-to-abnormal (C2-to-C4-bonded) NHC rearrangement processes occurring with bulky group 13 metal NHC adducts, including the scope of such a reactivity for Al compounds. The sterically congested adducts (nItBu)MMe3 (nItBu=1,3-di-tert-butylimidazol-2-ylidene;
Suzuki- Miyaura cross-coupling reactions mediated by palladium/imidazolium salt systems
Grasa GA, et al.
Organometallics, 21(14), 2866-2873 (2002)
Hydrogenation of (Hetero) aryl Boronate Esters with a Cyclic (Alkyl)(amino) carbene-Rhodium Complex: Direct Access to cis-Substituted Borylated Cycloalkanes and Saturated Heterocycles
Ling L, et al.
Angewandte Chemie (International Edition in English), 58(20), 6554-6558 (2019)
Thi Kim Hoang Trinh et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 25(39), 9242-9252 (2019-04-26)
In the search of smarter routes to control the conditions of N-heterocyclic carbene (NHCs) formation, a two-component air-stable NHC photogenerating system is reported. It relies on the irradiation at 365 nm of a mixture of 2-isopropylthioxanthone (ITX) with 1,3-bis(mesityl)imidazoli(ni)um tetraphenylborate. The

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/449/386/product-dating-information-mk.pdf

      Helpful?

  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

      Helpful?

Reviews

No rating value

Active Filters

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

Setzen Sie sich mit dem technischen Dienst in Verbindung.