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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:
Molecular Weight:
709.85
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

form

solid

Quality Level

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.

pictograms

Health hazardExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Carc. 1B - Skin Sens. 1

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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