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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

Signal Word

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 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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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The ?2 Complex of Nickel Bis (diphenylphosphanyl) propane with Fullerene
Konarev DV, et al.
European Journal of Inorganic Chemistry, 2011(6), 816-820 (2011)
Tomasz Jarosz et al.
Polymers, 11(2) (2019-04-10)
A type of graft copolymer based on polysiloxane and regioregular poly(3-hexylthiophene) (P3HT) has been synthesised and its properties have been studied alongside those of its parent conjugated polymer-regioregular P3HT. Electrochemical analysis has revealed more significant changes in conformation of the
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
Kinga Kepska et al.
Chemicke zvesti, 72(1), 251-259 (2018-01-26)
The first comprehensive spectroelectrochemical account of the behaviour of regioregular (RR-P3HT) and statistical (ST-P3HT) poly(3-hexylthiophenes) in solution is presented, in contrast to the many reports dealing with P3HT films merely deposited from solution. The conducted experiments revealed that the two
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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