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237116

Sigma-Aldrich

Bis(triphenylphosphine)nickel(II) dichloride

synthesis grade

Synonym(s):

NiCl2(PPh3)2, Dichlorobis(triphenylphosphine)nickel(II), Nickel(II)bis(triphenylphosphine) dichloride

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About This Item

Linear Formula:
[(C6H5)3P]2NiCl2
CAS Number:
14264-16-5
Molecular Weight:
654.17
EC Number:
238-154-8
MDL number:
MFCD00009592
UNSPSC Code:
12161600
PubChem Substance ID:
24854218
NACRES:
NA.22

grade

synthesis grade

Quality Level

100

form

solid

reaction suitability

core: nickel
reagent type: catalyst

mp

250 °C (dec.) (lit.)

SMILES string

Cl[Ni]Cl.c1ccc(cc1)P(c2ccccc2)c3ccccc3.c4ccc(cc4)P(c5ccccc5)c6ccccc6

InChI

1S/2C18H15P.2ClH.Ni/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;;/h2*1-15H;2*1H;/q;;;;+2/p-2

InChI key

ZBRJXVVKPBZPAN-UHFFFAOYSA-L

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Application

Catalyst in the coupling reaction of aryl mesylates and allylic carbonates with lithium organoborates.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Aquatic Chronic 3 - Carc. 1B - Skin Sens. 1

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ5285
MKCJ7730
MKCH8743
MKCG1684
MKBR1538V

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Tetrahedron Letters, 37, 8531-8531 (1996)
Journal of the Chemical Society. Chemical Communications, 1789-1789 (1994)

Articles

Nickel and Nickel-based Compounds (Complexes) as a Catalyst

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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