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Nickel(II) chloride ethylene glycol dimethyl ether complex

98%

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Synonym(s):
Dichloro(dimethoxyethane)nickel, NiCl2 glyme
Linear Formula:
NiCl2:CH3OCH2CH2OCH3
CAS Number:
Molecular Weight:
219.72
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

powder

reaction suitability

core: nickel
reagent type: catalyst

mp

>300 °C

SMILES string

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

InChI key

OCMNCWNTDDVHFK-UHFFFAOYSA-L

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This Item
903019335363903000
reaction suitability

core: nickel, reagent type: catalyst

reaction suitability

core: nickel, reaction type: Cross Couplings, reagent type: catalyst

reaction suitability

core: nickel, reaction type: Cross Couplings, reagent type: catalyst

reaction suitability

core: nickel, reaction type: Cross Couplings, reagent type: catalyst

form

powder

form

powder or crystals

form

powder

form

powder or crystals

mp

>300 °C

mp

>300 °C

mp

213 °C (dec.) (lit.)

mp

>300 °C

application

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.

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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Synthesis and comparison of nickel, palladium, and platinum bis (N-heterocyclic carbene) pincer complexes for electrocatalytic CO 2 reduction.
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Catalyst-Controlled Regioselective Acylation of ?-Ketoesters with ?-Diazo Ketones Induced by Visible Light.
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Nickel-Catalyzed Enantioconvergent Borylation of Racemic Secondary Benzylic Electrophiles.
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Articles

Nickel transition metal and its complexes can be used as a catalyst in many synthetic transformations, like oxidative addition, C-H activation, reductive elimination, oxidative cyclization, oligomerization, and in cross-coupling reactions.

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