[2-(diphenylphosphanyl)ethyl]diphenylphosphane; dichloronickel

• ChemBase ID: 144811
• Molecular Formular: C26H24Cl2NiP2
• Molecular Mass: 528.015682
• Monoisotopic Mass: 526.00837229
• SMILES: c1ccc(cc1)P(CCP(c1ccccc1)c1ccccc1)c1ccccc1.Cl[Ni]Cl
• Canonical SMILES: c1ccc(cc1)P(c1ccccc1)CCP(c1ccccc1)c1ccccc1.Cl[Ni]Cl
• InChI: InChI=1S/C26H24P2.2ClH.Ni/c1-5-13-23(14-6-1)27(24-15-7-2-8-16-24)21-22-28(25-17-9-3-10-18-25)26-19-11-4-12-20-26;;;/h1-20H,21-22H2;2*1H;/q;;;+2/p-2
• InChIKey: XXECWTBMGGXMKP-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-(diphenylphosphanyl)ethyl]diphenylphosphane; dichloronickel
• IUPAC Traditional name: diphos; nickel chloride
• Synonyms: 1,2-Ethylenebis(diphenylphosphine)nickel dichloride; Nickel 1,2-Bis(diphenylphosphino)ethane dichloride; [1,2-Bis(diphenylphosphino)ethane]nickel(II) chloride; dppeNiCl2; [1,2-Bis(diphenylphosphino)ethane]dichloronickel(II); [1,2-双(二苯基膦)乙烷]二氯化镍(II)

Database IDs

• CAS Number: 14647-23-5
• MDL Number: MFCD00013313
• PubChem SID: 162239023; 24859721
• PubChem CID: 2734542

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 6.8128
• LogD (pH = 7.4): 6.8128
• Log P: 6.8128
• Molar Refractivity: 121.8328 cm^3
• Polarizability: 48.36459 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 263-265 °C(lit.)

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 45-20/21/22-36/37/38-42/43
• Safety Statements: 53-22-26-36-45
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H312-H315-H319-H332-H334-H335-H350
• GHS Precautionary statements: P201-P261-P280-P305 + P351 + P338-P308 + P313
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Product Information

• Linear Formula: [(C6H5)2PCH2CH2P(C6H5)2]NiCl2

DETAILS

Sigma Aldrich - 328219

Packaging
1, 5, 25 g in glass bottle
Application
Reactant involved in:
• Kumada catalyst-transfer polycondensation1
• Oxidation of carboranyl phosphine ligands2
• Synthesis of nickel-iron dithiolato hydrides3
• Ullmann reactions - homocoupling reactions4Co-catalyst for hydroformylation of alcohols for the synthesis of quaternary carbon centers5Catalyst for Wacker-type intramolecular aerobic oxidative amination of alkenes6