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Merck
CN

911984

(2,2′-Bipyridine)diiodonickel(II)

powder or crystals

Synonym(s):

(bpy)NiI2

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About This Item

Empirical Formula (Hill Notation):
C10H8I2N2Ni
CAS Number:
59448-25-8
Molecular Weight:
468.69
MDL number:
MFCD32672292
UNSPSC Code:
12352101
NACRES:
NA.22

Key Documents

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Product Name

(2,2′-Bipyridine)diiodonickel(II),

InChI key

HXZGEUKJJFSILG-UHFFFAOYSA-L

SMILES string

[Ni]1([NH]2=C(C3=[NH]1C=CC=C3)C=CC=C2)(I)I

form

powder or crystals

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

mp

>300 °C

Related Categories

Application

(2,2′-Bipyridine)diiodonickel(II) is a catalyst for the cross-electrophile coupling of vinyl halides and alkyl halides.

Other Notes

Synthesis of Tetrasubstituted Alkenes by Tandem Metallacycle Formation/Cross-Electrophile Coupling

signalword

Danger

Hazard Classifications

Acute Tox. 4 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Muta. 2 - Repr. 2 - Resp. Sens. 1 - Skin Sens. 1 - STOT RE 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Kirk W Shimkin et al.
Journal of the American Chemical Society, 140(23), 7074-7078 (2018-05-26)
Nickel-catalyzed cross-electrophile couplings have recently emerged as highly effective and practical methods for the formation of C-C bonds. By merging this process with well-established π-π coupling chemistry, a new method for the synthesis of tetrasubstituted alkenes has been developed. The

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