POTASSIUM DIPHENYLPHOSPHIDE

Base Information

• Chemical Name: POTASSIUM DIPHENYLPHOSPHIDE
• CAS No.: 15475-27-1
• Molecular Formula: C₁₂H₁₀KP
• Molecular Weight: 224.283
• European Community (EC) Number: 683-372-2
• DSSTox Substance ID: DTXSID00453057
• Nikkaji Number: J554.136K
• Mol file: 15475-27-1.mol

Synonyms:Phosphine,diphenyl-, potassium deriv. (6CI); Phosphine, diphenyl-, potassium salt(8CI,9CI); Diphenylphosphine potassium salt; Potassium diphenylphosphide;Potassium diphenylphosphine

Chemical Property of POTASSIUM DIPHENYLPHOSPHIDE

Chemical Property:

• Flash Point: -4 °F
• PSA: 13.59000
• Density: 0.929 g/mL at 25oC
• LogP: 2.58360
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 224.01571880
• Heavy Atom Count: 14
• Complexity: 121

Purity/Quality:

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

Potassium diphenylphosphide solution 0.5 M in THF ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,C
• Statements: 11-19-22-34-40-37
• Safety Statements: 16-26-33-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[P-]C2=CC=CC=C2.[K+]

Technology Process of POTASSIUM DIPHENYLPHOSPHIDE

There total 11 articles about POTASSIUM DIPHENYLPHOSPHIDE 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: 87.0%

diphenylphosphane (829-85-6) → potassium diphenylphosphine (15475-27-1,4346-39-8)

Guidance literature:

With benzyl potassium; In tetrahydrofuran; at -35 - 20 ℃; for 1h;

DOI:10.1002/anie.202006391

Reference yield: 56.0%

1-tert-butyl-3-methyl-4-diphenylphosphinoimidazole-2-thione (1372549-38-6) → 1-tert-butyl-3-methylimidazolium-4-phenylphosphanide (1469492-61-2) + potassium diphenylphosphine (15475-27-1,4346-39-8)

Guidance literature:

With potassium; In tetrahydrofuran; at 66 ℃; for 14h; Inert atmosphere;

DOI:10.1002/anie.201304431

Reference yield:

chloro-diphenylphosphine (1079-66-9,74391-44-9) → potassium diphenylphosphine (15475-27-1,4346-39-8)

Guidance literature:

With potassium; In tetrahydrofuran; for 2.2h; Heating / reflux;

upstream raw materials:

triphenylphosphine

(trimethylsilyl)diphenylphosphine

diphenylphosphane

chloro-diphenylphosphine

Downstream raw materials:

2-diphenylphosphinoethanol

(2-aminoethyl)diphenylphosphane

γ-diphenylphosphinopropyl alcohol

(2-phenylethyl)diphenylphosphane

Refernces

• 1、 Ashby, E. C.,Gurumurthy, R.,Ridlehuber, R. W.. "Investigation of the Purity of Alkali Metal Diphenylphosphides and Their Reactions with Organic Halides. Evidence for Single Electron Transfer". . p. 5832 - 5837. Retrieved 1993.
• 2、 Sun, Boxun,Wei, Chen,Wei, Huibo,Cai, Zelun,Liu, Huanyu,Zang, Zhiyu,Yan, Wenchao,Liu, Zhiwei,Bian, Zuqiang,Huang, Chunhui. "Highly efficient roomerature phosphorescence achieved by gadolinium complexes". . p. 14958 - 14961. Retrieved 2019.
• 3、 Ye, Jingjing,Zhang, Jian-Qiu,Saga, Yuta,Onozawa, Shunya,Kobayashi, Shu,Sato, Kazuhiko,Fukaya, Norihisa,Han, Li-Biao. "Ready Approach to Organophosphines from ArCl via Selective Cleavage of C-P Bonds by Sodium". supporting information. p. 2682 - 2694. Retrieved 2020/07/30.
• 4、 Steinhoff, Patrick,Steinbock, Ralf,Friedrich, Anna,Schieweck, Benjamin G.,Cremer, Christopher,Truong, Khai-Nghi,Tauchert, Michael E.. "Synthesis and properties of heterobimetallic rhodium complexes featuring LiI, CuI or ZnII as a Lewis acidic metalloligand". . p. 10439 - 10442. Retrieved 2018/08/17.