Bis(1,2-diphenylethane-1,2-dithiolato(2-)]nickel

Base Information

• Chemical Name: Bis(1,2-diphenylethane-1,2-dithiolato(2-)]nickel
• CAS No.: 28984-20-5
• Deprecated CAS: 12124-61-7,131689-21-9,14263-97-9,15665-26-6,15855-62-6,38961-86-3,131689-21-9,14263-97-9,15665-26-6,15855-62-6,38961-86-3
• Molecular Formula: C28H22NiS4
• Molecular Weight: 543.421
• DSSTox Substance ID: DTXSID5067427
• Mol file: 28984-20-5.mol

Synonyms:DTXSID5067427;NMKWXSJCBBEWEN-DEWSNNOYSA-J;CS-0085375;Bis(1,2-diphenylethane-1,2-dithiolato(2-)]nickel;Nickel, bis[.alpha.,.alpha.'-stilbenedithiolato(2-)]-

Chemical Property of Bis(1,2-diphenylethane-1,2-dithiolato(2-)]nickel

Chemical Property:

• Vapor Pressure: 3.52E-05mmHg at 25°C
• Melting Point: 292～293℃
• Boiling Point: 364.5 °C at 760 mmHg
• Flash Point: 174.2 °C
• PSA: 128.36000
• Density: 1.44 g/cm3
• LogP: 7.64560
• Storage Temp.: Inert atmosphere,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 541.980127
• Heavy Atom Count: 33
• Complexity: 499

Purity/Quality:

98%,99%, ^*data from raw suppliers

Bis(dithiobenzil)Nickel ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=C(C2=CC=CC=C2)[S-])[S-].C1=CC=C(C=C1)C(=C(C2=CC=CC=C2)[S-])[S-].[Ni]
• Isomeric SMILES: C1=CC=C(C=C1)/C(=C(/[S-])\C2=CC=CC=C2)/[S-].C1=CC=C(C=C1)/C(=C(/[S-])\C2=CC=CC=C2)/[S-].[Ni]
• Uses: Bis(dithiobenzil) Nickel is a stable material which is near-IR absorbing, and has been used to fabricate organic photovoltaic cells.

Technology Process of Bis(1,2-diphenylethane-1,2-dithiolato(2-)]nickel

There total 12 articles about Bis(1,2-diphenylethane-1,2-dithiolato(2-)]nickel 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: 60.0%

tetraphosphorus decasulfide (15857-57-5) + nickel(II) chloride hexahydrate + 2-hydroxy-2-phenylacetophenone (119-53-9,579-44-2) → bis(1,2-diphenylethylene-1,2-ditholate) nickel(IV) (28984-20-5)

Guidance literature:

tetraphosphorus decasulfide; 2-hydroxy-2-phenylacetophenone; In 1,4-dioxane; for 2h; Reflux;

nickel(II) chloride hexahydrate; In 1,4-dioxane; water; for 2h; Heating;

DOI:10.1039/d1nj02644e

Reference yield: 60.0%

nickel(II) chloride hexahydrate + phosphorous (V) sulfide + 2-hydroxy-2-phenylacetophenone (119-53-9,579-44-2) → bis(1,2-diphenylethylene-1,2-ditholate) nickel(IV) (28984-20-5)

Guidance literature:

In 1,4-dioxane; water; ligand refluxed with P2S5 for 10 h, filtered while hot, aq. soln. of NiCl2 added (10:15:4.9 molar ratio), refluxed for 2-4 h; crystd. on cooling, crystd., filtered off, washed (dioxane, H2O, EtOH, ether), dried, recrystd. (DCM), elem. anal.;

DOI:10.1016/j.ica.2011.07.046

Reference yield: 30.0%

tetraphosphorus decasulfide (15857-57-5) + nickel(II) chloride hexahydrate + benzil (134-81-6) → bis(1,2-diphenylethylene-1,2-ditholate) nickel(IV) (28984-20-5)

Guidance literature:

In 1,4-dioxane; water; Ar, Br compds. heated in dioxane with S compd. (2 equiv.) at 110°C for 5-6 h, filtered, an aq. soln. of Ni salt added, refluxed for 2 h; filtered, washed (methanol, water) recrystd. (CH2Cl2/methanol); elem. anal.;

DOI:10.1016/j.ica.2010.04.004

upstream raw materials:

bis(tetraphenylcyclopentadienone) nickel

tetracarbonyl nickel

tetraphosphorus decasulfide

2-hydroxy-2-phenylacetophenone

Downstream raw materials:

2-[2-(5,6-Diphenyl-[1,4]dithiin-2-yl)-ethoxy]-tetrahydro-pyran

Acetic acid 5,6-diphenyl-[1,4]dithiin-2-ylmethyl ester

2-Butyl-3-((E)-3,7-dimethyl-octa-2,6-dienyl)-5,6-diphenyl-[1,4]dithiine

5-(2-Benzyloxy-ethyl)-2,3-diphenyl-[1,4]dithiine

Refernces

• 1、 Kociok-K?hn, Gabriele,Kumar, Abhinav,Molloy, Kieran C.,Muddassir, Mohd.,Singh, Amita,Singh, Ashish Kumar,Singh, Ayushi. "Ni(ii) dithiolate anion composites with two-dimensional materials for electrochemical oxygen evolution reactions (OERs)". supporting information. p. 16264 - 16270. Retrieved 2021/09/22.
• 2、 Sletten, Ellen M.,Bertozzi, Carolyn R.. "A bioorthogonal quadricyclane ligation". . p. 17570 - 17573. Retrieved 2012/01/04.