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794279

Sigma-Aldrich

Chloro(2-methylphenyl)bis(triphenylphosphine)nickel(II)

Synonym(s):

Buchwald Nickel Cross-Coupling Catalyst Precursor, [Bis(triphenylphosphine)](o-tolyl)chloronickel

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About This Item

Empirical Formula (Hill Notation):
C43H37ClNiP2
CAS Number:
27057-09-6
Molecular Weight:
709.85
UNSPSC Code:
12161600
PubChem Substance ID:
329768436
NACRES:
NA.22

form

solid

Quality Level

100

reaction suitability

core: nickel
reagent type: catalyst

mp

195-200 °C

storage temp.

2-8°C

SMILES string

Cl[Ni]C1=CC=CC=C1C.P(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.P(C5=CC=CC=C5)(C6=CC=CC=C6)C7=CC=CC=C7

InChI

1S/2C18H15P.C7H7.ClH.Ni/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-7-5-3-2-4-6-7;;/h2*1-15H;2-5H,1H3;1H;/q;;;;+1/p-1

InChI key

QVGJKVLYWZGANE-UHFFFAOYSA-M

Application

Product is a precursor to the synthesis of an air-stable Ni-precatalyst developed by Buchwald and coworkers.

Other Notes

Development of an Air-Stable Nickel Precatalyst for the Amination of Aryl Chlorides, Sulfamates, Mesylates, and Triflates

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H317,H350

Hazard Classifications

Carc. 1B - Skin Sens. 1

Storage Class Code

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCH2800
MKBS4933V

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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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