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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:
Molecular Weight:
542.04
MDL number:
UNSPSC Code:
12352300
PubChem Substance ID:
NACRES:
NA.22

form

powder

Quality Level

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.

Pictograms

Exclamation markHealth hazard

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

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’.

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