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696668

Sigma-Aldrich

Nickel chloride dimethoxyethane adduct

98%

Sinonimo/i:

NiCl2 glyme

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About This Item

Formula condensata:
NiCl2:CH3OCH2CH2OCH3
Numero CAS:
29046-78-4
Peso molecolare:
219.72
Numero MDL:
MFCD00013481
Codice UNSPSC:
12161600
ID PubChem:
329761848
NACRES:
NA.22

Saggio

98%

Forma fisica

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

Categorie correlate

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.
  • As a promoter for the trifluoromethylation of alkyl iodides to synthesize broad range of alkyl-CF3 compounds.
  • For the synthesis of nickel bis(benzimidazol-2-ylidene) pincer complexes which can be used for electrocatalytic reduction of CO2 to CO.
  • As a Lewis acid catalyst for C-acylation β-ketoesters through photoactivation by visible light.

Avvertenze

Danger

Indicazioni di pericolo

H261,H301,H315,H319,H334,H350,H400

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

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Certificati d'analisi (COA)

Lot/Batch Number
BGBC5431V
BGBC3892V
BGBC2667V
BGBC1533V
MKBJ5805V

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Copper-Catalyzed Reductive Trifluoromethylation of Alkyl Iodides with Togni?s Reagent.
Chen Y, et al.
Organic Letters, 20(15), 4677-4680 (2018)
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)

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