1,2-Bis(diphenylphosphino)ethane nickel(II) chloride

Base Information

• Chemical Name: 1,2-Bis(diphenylphosphino)ethane nickel(II) chloride
• CAS No.: 14647-23-5
• Molecular Formula: C26H24Cl2NiP2
• Molecular Weight: 528.02
• Hs Code.: 29319090
• European Community (EC) Number: 629-489-4
• DSSTox Substance ID: DTXSID60432121
• Wikipedia: Dichloro(1,2-bis(diphenylphosphino)ethane)nickel
• Wikidata: Q66724799
• Mol file: 14647-23-5.mol

Synonyms:1,2-Bis(diphenylphosphino)ethane nickel(II) chloride;14647-23-5;2-diphenylphosphanylethyl(diphenyl)phosphane;nickel(2+);dichloride;1,2-Bis(diphenylphosphinoethane)nickel(II) chloride;Dichloro[1,2-bis(diphenylphosphino)ethane]nickel(II);[1,2-Bis(diphenylphosphino)ethane]nickel(II) Dichloride;DTXSID60432121;AMY19685;BCP22511;AKOS015915194;nickel(2+) ion [2-(diphenylphosphanyl)ethyl]diphenylphosphane dichloride;AC-4981;CS-W002089;DS-0824;B2225;1,2-Ethylenebis(diphenylphosphine)nickel dichloride

Chemical Property of 1,2-Bis(diphenylphosphino)ethane nickel(II) chloride

Chemical Property:

• Appearance/Colour: Orange to red crystalline powder
• Vapor Pressure: 3.38E-10mmHg at 25°C
• Melting Point: 263-265 °C(lit.)
• Boiling Point: 514.8 °C at 760 mmHg
• Flash Point: 281.7 °C
• PSA: 27.18000
• LogP: -0.73980
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol (Sparingly)
• Water Solubility.: insoluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 526.008372
• Heavy Atom Count: 31
• Complexity: 336

Purity/Quality:

98% ^*data from raw suppliers

[Bis(diphenylphosphino)ethane]dichloronickel ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xn
• Hazard Codes: T,Xn
• Statements: 45-20/21/22-36/37/38-42/43-40
• Safety Statements: 53-22-26-36-45-52

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(CCP(C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4.[Cl-].[Cl-].[Ni+2]
• Uses: suzuki reaction Dichloro[bis(1,2-diphenylphosphino)ethane]nickel(II) is a reactant involved in Kumada catalyst-transfer polycondensation, oxidation of carboranyl phosphine ligands, synthesis of nickel-iron dithiolato hydrides, Ullmann reactions - homocoupling reactions, co-catalyst for hydroformylation of alcohols for the synthesis of quaternary carbon centers, catalyst for Wacker-type intramolecular aerobic oxidative amination of alkenes.

Technology Process of 1,2-Bis(diphenylphosphino)ethane nickel(II) chloride

There total 35 articles about 1,2-Bis(diphenylphosphino)ethane nickel(II) chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

nickel(II) chloride hexahydrate + 1,2-bis-(diphenylphosphino)ethane (1663-45-2) → 1,2-bis(diphenylphosphino)ethane nickel(II) chloride (14647-23-5)

Guidance literature:

In ethanol; at 80 ℃; for 0.5h; Sealed tube; Inert atmosphere;

DOI:10.1021/om500156q

Reference yield: 98.0%

→ cis-[NiCl2(1,2-bis(diphenylphosphino)ethane)] (14647-23-5)

Guidance literature:

In ethanol; at 80 ℃; for 0.5h; Inert atmosphere;

Reference yield: 96.0%

(1,2-bis(diphenylphosphino)ethane)Ni(C2H4CO2) + chlorine (7782-50-5) → 1,2-bis(diphenylphosphino)ethane nickel(II) chloride (14647-23-5) + 3-chloropropionic anhydride (20495-99-2) + [(1,2-bis(diphenylphosphino)ethaneO2)3Ni][NiCl4]

Guidance literature:

In dichloromethane; at -196.16 ℃; for 14h; Glovebox; Sealed tube;

DOI:10.1002/ejic.201402952

upstream raw materials:

trans-1,2-bis(diphenylphosphino)ethylene

hydrogenchloride

Ni⁽⁰⁾(1,2-bis(diphenylphosphino)ethane)2

dichloronickel(1,2-dimethoxyethane)

Downstream raw materials:

NiCl(Me)(1,2-bis(diphenylphosphino)ethane)

Ni(O₂NC₆H₄S)2(1,2-bis(diphenylphosphanyl)ethane)

Ni(1,2-bis(diphenylphosphino)ethane)(toluene-3,4-dithiolate)

3-tert-butyl-3-isityl-1-[1,2-bis(diphenylphosphino)ethane]-1-nickela-2,4-diarsa-3-silacyclobutane

Refernces

• 1、 Du, Shaowu,Kautz, Jason A.,McGrath, Thomas D.,Stone, F. Gordon A.. "Synthesis and structure of the Novel 11-vertex rhenacarborane dianion [1,1,1-(CO)3-2-Ph-closo-1,2-ReCB9H9] 2- and its reactivity toward cationic transition metal fragments". . p. 2842 - 2850. Retrieved 2003.
• 2、 Gao, Wei,Li, Kai,Wang, Xin-Ling. "Preparation and structure of nickel complex Ni(dppe)Cl2". . p. 7876 - 7878. Retrieved 2013.
• 3、 Kapu?niak, ?ukasz,Plessow, Philipp N.,Trzybiński, Damian,Wo?niak, Krzysztof,Hofmann, Peter,Jolly, Phillip Iain. "A Mild One-Pot Reduction of Phosphine(V) Oxides Affording Phosphines(III) and Their Metal Catalysts". supporting information. p. 693 - 701. Retrieved 2021/04/06.
• 4、 -. "NICKEL PRE-CATALYSTS AND RELATED COMPOSITIONS AND METHODS". Page/Page column 40. . Retrieved 2015/05/26.