Skip to Content
Merck
All Photos(2)

Documents

802948

Sigma-Aldrich

(dppf)Ni(o-tolyl)Cl

Synonym(s):

Buchwald Ni Catalyst

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

About This Item

Empirical Formula (Hill Notation):
C41H35ClFeNiP2
CAS Number:
1501945-23-8
Molecular Weight:
739.66
MDL number:
MFCD28411349
UNSPSC Code:
12352300
PubChem Substance ID:
329768766

Assay

95%

Quality Level

100

form

powder

reaction suitability

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

mp

173 °C

storage temp.

2-8°C

SMILES string

CC1=CC=CC=C1[Ni]Cl.[C]2(P(C3=CC=CC=C3)C4=CC=CC=C4)[C][C][C][C]2.[C]5(P(C6=CC=CC=C6)C7=CC=CC=C7)[C][C][C][C]5.[Fe]

InChI

1S/2C17H14P.C7H7.ClH.Fe.Ni/c2*1-3-9-15(10-4-1)18(17-13-7-8-14-17)16-11-5-2-6-12-16;1-7-5-3-2-4-6-7;;;/h2*1-14H;2-5H,1H3;1H;;/q;;;;;+1/p-1

InChI key

LGLPATFHWYLMCO-UHFFFAOYSA-M

Related Categories

General description

(dppf)Ni(o-tolyl)Cl is an air stable reagent. Its crystal structure has been investigated by X-ray studies. (dppf)Ni(o-tolyl)Cl can be prepared from (Ph3P)2Ni(o-tolyl)Cl. It is widely employed as a precatalyst for various C-N bond formation reactions. Efficacy of (dppf)Ni(o-tolyl)Cl as a precatalyst for the amination of 4-n-butylchlorobenzene with morpholine under various optimized reaction conditions has been investigated.

Pictograms

Health hazardEnvironment
GHS08,GHS09

Signal Word

Danger

Hazard Classifications

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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH Annex XVII (Restriction List)

CAS No.

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

Nathaniel H Park et al.
Organic letters, 16(1), 220-223 (2013-11-29)
A new air-stable nickel precatalyst for C-N cross-coupling is reported. The developed catalyst system displays a greatly improved substrate scope for C-N bond formation to include both a wide range of aryl and heteroaryl electrophiles and aryl, heteroaryl, and alkylamines.

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