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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

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN8457
MKCL7329
MKCB3430
MKBW8007V
MKBS0949V

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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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