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916129

Sigma-Aldrich

1,10-Phenanthroline nickel (ll) dichloride

Synonym(s):

phenNiCl2

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About This Item

Empirical Formula (Hill Notation):
C12H8Cl2N2Ni
CAS Number:
22980-76-3
Molecular Weight:
309.80
MDL number:
MFCD32706956
UNSPSC Code:
12352200
NACRES:
NA.22

form

powder or crystals

Quality Level

100

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

mp

>300 °C

SMILES string

[Ni].Cl.Cl.n1c2c3ncccc3ccc2ccc1

InChI

1S/C12H8N2.2ClH.Ni/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1;;;/h1-8H;2*1H;

InChI key

CHVPLVVTLIMTJX-UHFFFAOYSA-N

Related Categories

Application

1,10-Phenanthroline nickel (ll) dichloride is a Ni precatalyst used for a variety of cross-coupling reactions, including N-alkylation of amides and arylation of alcohols.

Other Notes

Regioselective Single-Electron Tsuji-Trost Reaction of Allylic Alcohols: A Photoredox/Nickel Dual Catalytic Approach

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

916129-VAR:
916129-1G:
916129-5G:
916129-BULK:

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Certificates of Analysis (COA)

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Zheng-Jun Wang et al.
Organic letters, 21(16), 6543-6547 (2019-08-08)
A radical-mediated functionalization of allyl alcohol derived partners with a variety of alkyl 1,4-dihydropyridines via photoredox/nickel dual catalysis is described. This transformation transpires with high linear and E-selectivity, avoiding the requirement of harsh conditions (e.g., strong base, elevated temperature). Additionally

Global Trade Item Number

SKUGTIN
916129-1G4061842287000
916129-5G4061842287017

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