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911828

PhPAd-DalPhos Ni(o-tolyl)Cl

Name: PhPAd-DalPhos Ni(<I>o</I>-tolyl)Cl
Brand: ALDRICH

≥95%, powder

Synonym(s):

(SP-4-3)-Chloro[8-[2-(diphenylphosphino-κP)phenyl]-1,3,5,7-tetramethyl-2,4,6-trioxa-8-phosphatricyclo[3.3.1.13,7]decane-κP8](2-methylphenyl)nickel

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About This Item

Empirical Formula (Hill Notation):

C₃₅H₃₇ClNiO₃P₂

CAS Number:

2290490-29-6

Molecular Weight:

661.76

MDL number:

MFCD34166230

UNSPSC Code:

12161600

NACRES:

NA.22

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Properties

Product Name

PhPAd-DalPhos Ni(o-tolyl)Cl, ≥95%

assay

≥95%

form

powder

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

mp

235-248 °C

SMILES string

Cl[Ni]1(P(C(C2)(O3)C)(C4=CC=CC=C4P(C5=CC=CC=C5)1C6=CC=CC=C6)[C@@](C[C@]3(OC27C)C)(O7)C)C(C=CC=C8)=C8C

Description

Application

PhPAd-DalPhos Ni(o-tolyl)Cl is an air stable precatalyst developed in the Stradiotto lab used for coupling of bulky primary amines with arenes.

Other Notes

Technology Spotlight: DalPhos ligands

PhPAd-DalPhos: Ligand-Enabled, Nickel-Catalyzed Cross-Coupling of (Hetero)aryl Electrophiles with Bulky Primary Alkylamines

pictograms

GHS08,GHS07,GHS09

signalword

Danger

hcodes

H302 + H332,H334,H341,H351,H361f,H372,H410

pcodes

P202 - P260 - P264 - P273 - P301 + P312 - P308 + P313

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 2 - Muta. 2 - Repr. 2 - Resp. Sens. 1 - STOT RE 1

Storage Class

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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PhPAd-DalPhos: Ligand-Enabled, Nickel-Catalyzed Cross-Coupling of (Hetero)aryl Electrophiles with Bulky Primary Alkylamines.

Joseph P Tassone et al.

Angewandte Chemie (International ed. in English), 58(8), 2485-2489 (2019-01-04)

The base metal-catalyzed C-N cross-coupling of bulky α,α,α-trisubstituted primary alkylamines with (hetero)aryl electrophiles represents a challenging and under-developed class of transformations that is of significant potential utility, including in the synthesis of lipophilic active pharmaceutical ingredients. Herein, we report that

Global Trade Item Number

SKU	GTIN
911828-250MG	04061841262985