Lithium Diphenylphosphanide

Base Information

• Chemical Name: Lithium Diphenylphosphanide
• CAS No.: 65567-06-8
• Molecular Formula: C₁₂H₁₀LiP
• Molecular Weight: 192.126
• Hs Code.: 29310099
• European Community (EC) Number: 628-933-4
• DSSTox Substance ID: DTXSID80392839
• Nikkaji Number: J554.134D
• Wikipedia: Lithium_diphenylphosphide
• Mol file: 65567-06-8.mol

Synonyms:lithium diphenylphosphide

Chemical Property of Lithium Diphenylphosphanide

Chemical Property:

• Boiling Point: 65-67 °C
• Flash Point: -20 °C
• PSA: 13.59000
• Density: 0.925 g/mL at 25 °C
• LogP: 2.31590
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 192.06801575
• Heavy Atom Count: 14
• Complexity: 121

Purity/Quality:

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

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

Safty Information:

• Hazard Codes: F,C,N
• Statements: 11-19-20/21/22-34-50/53-40-37
• Safety Statements: 16-26-27-36/37/39-45-61

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Lithium Diphenylphosphanide

There total 23 articles about Lithium Diphenylphosphanide 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: 100.0%

diphenylphosphane (829-85-6) → lithium diphenylphosphide (65567-06-8,4541-02-0)

Guidance literature:

diphenylphosphane; With n-butyllithium; In hexane; at -20 ℃; Inert atmosphere; Schlenk technique;

In hexane; at 20 ℃; for 5h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c7cy01561e

Reference yield: 99.78%

chloro-diphenylphosphine (1079-66-9,74391-44-9) → lithium diphenylphosphide (65567-06-8,4541-02-0)

Guidance literature:

With lithium; In tetrahydrofuran; mineral oil; at 56 ℃; Product distribution / selectivity; Inert atmosphere;

Reference yield:

triphenylphosphine (603-35-0) → phenyllithium (591-51-5) + lithium diphenylphosphide (65567-06-8,4541-02-0)

Guidance literature:

With lithium; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1039/b900591a

upstream raw materials:

chloro-diphenylphosphine

triphenylphosphine

diphenylphosphane

1,2-bis-(diphenylphosphino)ethane

Downstream raw materials:

(trans-2-hydroxycyclooctyl)diphenylphosphine oxide

cis,trans-1,4-Cyclooctadien

1,3-di(diphenylphosphino)-2-oxapropane

(2-methoxyethyl)diphenylphosphine

Refernces

• 1、 Tonis, Efstathios,Stein, Felix,Stamatopoulos, Ioannis K.,Stubbe, Jessica,Zarkadoulas, Athanasios,Sarkar, Biprajit,Vougioukalakis, Georgios C.. "A Palladium-Free Sonogashira Coupling Protocol Employing an in Situ Prepared Copper/Chelating 1,2,3-Triazolylidene System". supporting information. p. 616 - 620. Retrieved 2020/11/25.
• 2、 Huchenski, Blake S. N.,Speed, Alexander W. H.. "Room-temperature reduction of sulfur hexafluoride with metal phosphides". supporting information. p. 7128 - 7131. Retrieved 2021/07/28.