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Sigma-Aldrich

Nickel chloride dimethoxyethane adduct

98%

Sinonimo/i:

NiCl2 glyme

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64,60 €
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132,00 €

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1 G
64,60 €
5 G
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About This Item

Formula condensata:
NiCl2:CH3OCH2CH2OCH3
Numero CAS:
Peso molecolare:
219.72
Numero MDL:
Codice UNSPSC:
12161600
ID PubChem:
NACRES:
NA.22

64,60 €


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Saggio

98%

Stato

powder

Impiego in reazioni chimiche

core: nickel
reagent type: catalyst

Punto di fusione

>300 °C

Stringa SMILE

Cl[Ni]Cl.COCCOC

InChI

1S/C4H10O2.2ClH.Ni/c1-5-3-4-6-2;;;/h3-4H2,1-2H3;2*1H;/q;;;+2/p-2
OCMNCWNTDDVHFK-UHFFFAOYSA-L

Applicazioni

Nickel(II) chloride ethylene glycol dimethyl ether complex can be used:
  • As a catalyst for the borylation of racemic benzylic chloride to synthesize enantioenriched benzylic boronic esters.[1]
  • As a promoter for the trifluoromethylation of alkyl iodides to synthesize broad range of alkyl-CF3 compounds.[2]
  • For the synthesis of nickel bis(benzimidazol-2-ylidene) pincer complexes which can be used for electrocatalytic reduction of CO2 to CO.[3]
  • As a Lewis acid catalyst for C-acylation β-ketoesters through photoactivation by visible light.[4]

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 3 Oral - Aquatic Acute 1 - Carc. 1B - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Water-react 2

Codice della classe di stoccaggio

4.3 - Hazardous materials which set free flammable gases upon contact with water

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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


Elenchi normativi

Forniamo informazioni su eventuali restrizioni prevalentemente per i prodotti chimici. Per altre tipologie di prodotto siamo in grado di fornire soltanto informazioni limitate. Nessuna segnalazione significa che nessuno dei componenti è citato in un elenco. È dovere dell’utilizzatore assicurarsi che il prodotto venga impiegato in maniera sicura e a norme di legge.

EU REACH Annex XVII (Restriction List)

CAS No.

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Certificati d'analisi (COA)

Lot/Batch Number

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I clienti hanno visto anche

Catalyst-Controlled Regioselective Acylation of ?-Ketoesters with ?-Diazo Ketones Induced by Visible Light.
Liu D, et al.
Organic Letters, 20(22), 7278-7282 (2018)
Synthesis and comparison of nickel, palladium, and platinum bis (N-heterocyclic carbene) pincer complexes for electrocatalytic CO 2 reduction.
Therrien JA, et al.
Dalton Transactions, 47(6), 1827-1840 (2018)
Amanda Grass et al.
Dalton transactions (Cambridge, England : 2003), 50(7), 2501-2509 (2021-01-31)
Reaction of LiOCtBu2Ph with TlPF6 forms the dimeric Tl2(OCtBu2Ph)2 complex, a rare example of a homoleptic thallium alkoxide complex demonstrating formally two-coordinate metal centers. Characterization of Tl2(OCtBu2Ph)2 by 1H and 13C NMR spectroscopy and X-ray crystallography reveals the presence of
Nickel-Catalyzed Enantioconvergent Borylation of Racemic Secondary Benzylic Electrophiles.
Wang Z, et al.
Angewandte Chemie (International Edition in English), 57(44), 14529-14532 (2018)
Copper-Catalyzed Reductive Trifluoromethylation of Alkyl Iodides with Togni?s Reagent.
Chen Y, et al.
Organic Letters, 20(15), 4677-4680 (2018)

Articoli

Nickel complexes catalyze various synthetic reactions like oxidative addition, C-H activation, and cross-coupling.

Domande

1–2 di 2 domande  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 risposta
    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 risposta
    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

      Utile?

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