Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

901169

Sigma-Aldrich

trans-Bis(methyldiphenylphosphine)(2-methylphenyl)nickel(II) chloride

Synonym(s):

trans-(PPh2Me)2Ni(o-tolyl)Cl

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C33H33ClNiP2
CAS Number:
1594112-89-6
Molecular Weight:
585.71
UNSPSC Code:
12352200

form

powder or solid

reaction suitability

core: nickel
reaction type: Cross Couplings
reagent type: catalyst

mp

152-157 °C

SMILES string

Cl[Ni](PC([H])([H])[H])(P(C1=C([H])C([H])=C([H])C([H])=C1[H])(C2=C([H])C([H])=C([H])C([H])=C2[H])C([H])([H])[H])C3=C(C([H])([H])[H])C([H])=C([H])C([H])=C3[H].[H]C4=C(C5=C([H])C([H])=C([H])C([H])=C5[H])C([H])=C([H])C([H])=C4[H]

Application

The following Ni-complex is an air-stable precatalyst for various Ni-catalyzed reactions which normally require Ni(cod)2, however, this precatalyst will not require any glovebox or schlenk techniques that must be followed with Ni(cod)2. Rates are enhanced and selectivity is maintained when compared to the same reaction with Ni(cod)2.

Other Notes

Legal Information

Patent application PCT/US2014/064565. Sold under license from the Massachusetts Institute of Technology.

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Recent advances in homogeneous nickel catalysis.
Tasker S Z, et al.
Nature, 509(7500), 299-299 (2014)
Sarah Z Tasker et al.
Nature, 509(7500), 299-309 (2014-05-16)
Tremendous advances have been made in nickel catalysis over the past decade. Several key properties of nickel, such as facile oxidative addition and ready access to multiple oxidation states, have allowed the development of a broad range of innovative reactions.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service