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335363

Sigma-Aldrich

[1,3-Bis(diphenylphosphino)propane]dichloronickel(II)

Synonym(s):

(1,3-dppp)NiCl2, 1,3-Bis(diphenylphosphino)propane nickel(II) chloride, Ni(dppp)Cl2

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About This Item

Linear Formula:
[(C6H5)2P(CH2)3P(C6H5)2]NiCl2
CAS Number:
15629-92-2
Molecular Weight:
542.04
MDL number:
MFCD00015318
UNSPSC Code:
12161600
PubChem Substance ID:
24860309
NACRES:
NA.22

form

powder

reaction suitability

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

mp

213 °C (dec.) (lit.)

SMILES string

Cl[Ni]Cl.C(CP(c1ccccc1)c2ccccc2)CP(c3ccccc3)c4ccccc4

InChI

1S/C27H26P2.2ClH.Ni/c1-5-14-24(15-6-1)28(25-16-7-2-8-17-25)22-13-23-29(26-18-9-3-10-19-26)27-20-11-4-12-21-27;;;/h1-12,14-21H,13,22-23H2;2*1H;/q;;;+2/p-2

InChI key

ZBQUMMFUJLOTQC-UHFFFAOYSA-L

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Application

Catalyst for:
  • Synthesis of block-copolythiophenes
  • Suzuki-Miyaura cross-coupling reaction of aryl halides with arylboronic acids
  • Solid state metathesis polycondensation
  • Polymerization of poly(3-alkoxythiophene)s
  • Diastereoselective Nozaki-Hiyama-Kishi coupling reactions of C1-C19 fragment of macrolide antibiotic aplyronine A
  • Transfer condensation polymerization of conjugated polymers
[1,3-Bis(diphenylphosphino)propane]dichloronickel(II) can be used as a precursor to synthesize metal-fullerene coordination complexes by reduction method.

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pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Carc. 1A - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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The ?2 Complex of Nickel Bis (diphenylphosphanyl) propane with Fullerene
Konarev DV, et al.
European Journal of Inorganic Chemistry, 2011(6), 816-820 (2011)
Verónica Fernández-Stefanuto et al.
Frontiers in chemistry, 8, 208-208 (2020-04-09)
Surfactants have a great number of applications. Among these chemicals, petroleum sulfonates have been widely used due to their effectiveness in reducing interfacial tension. This is the case of sodium octylnaphthalene sulfonate which is a solid with a very low
Renxuan Xie et al.
Nature communications, 11(1), 893-893 (2020-02-16)
The glass transition temperature (Tg) is a key property that dictates the applicability of conjugated polymers. The Tg demarks the transition into a brittle glassy state, making its accurate prediction for conjugated polymers crucial for the design of soft, stretchable
Xiaoyu Li et al.
Nature communications, 8, 15909-15909 (2017-06-27)
Micelles formed by the self-assembly of block copolymers in selective solvents have attracted widespread attention and have uses in a wide variety of fields, whereas applications based on their electronic properties are virtually unexplored. Herein we describe studies of solution-processable
Caitlyn M Wolf et al.
Soft matter, 15(25), 5067-5083 (2019-06-12)
The molecular morphology and dynamics of conjugated polymers in the bulk solid state play a significant role in determining macroscopic charge transport properties. To understand this relationship, molecular dynamics (MD) simulations and quantum mechanical calculations are used to evaluate local
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