Phosphine oxide, (4-nitrophenyl)diphenyl-

Base Information

• Chemical Name: Phosphine oxide, (4-nitrophenyl)diphenyl-
• CAS No.: 5032-71-3
• Molecular Formula: C18H14NO3P
• Molecular Weight: 323.288
• DSSTox Substance ID: DTXSID30382760
• Wikidata: Q82174173
• Mol file: 5032-71-3.mol

Synonyms:Phosphine oxide, (4-nitrophenyl)diphenyl-;5032-71-3;DTXSID30382760

Chemical Property of Phosphine oxide, (4-nitrophenyl)diphenyl-

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 323.07113031
• Heavy Atom Count: 23
• Complexity: 420

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(=O)(C2=CC=CC=C2)C3=CC=C(C=C3)[N+](=O)[O-]

Technology Process of Phosphine oxide, (4-nitrophenyl)diphenyl-

There total 8 articles about Phosphine oxide, (4-nitrophenyl)diphenyl- 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: 92.0%

para-nitrophenyl bromide (586-78-7) + Diphenylphosphine oxide (4559-70-0) → (4-nitrophenyl)diphenylphosphine oxide (5032-71-3)

Guidance literature:

With triethylamine; for 7h; Reflux;

DOI:10.1002/aoc.6480

Reference yield: 82.0%

Diphenylphosphine oxide (4559-70-0) → (4-nitrophenyl)diphenylphosphine oxide (5032-71-3)

Guidance literature:

With copper(l) iodide; caesium carbonate; cobalt acetylacetonate; In 1-methyl-pyrrolidin-2-one; at 110 ℃; for 10h; stereoselective reaction; Inert atmosphere;

DOI:10.1039/c6nj02247b

Reference yield: 70.0%

4,4'-dinitrodiphenylphosphine oxide + Diphenyliodonium triflate (66003-76-7) → (4-nitrophenyl)diphenylphosphine oxide (5032-71-3)

Guidance literature:

With triethylamine; copper(l) chloride; In dichloromethane; at 20 ℃; for 0.166667h; Schlenk technique;

DOI:10.1021/jo4012199

upstream raw materials:

triphenylphosphine

nitrobenzene

potassium diphenylphosphine

[(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate]

Refernces

• 1、 Ghosh, Tubai,Maity, Pintu,Kundu, Debasish,Ranu, Brindaban C.. "Cobalt catalysed, copper assisted C(sp2)-P cross coupling". . p. 9556 - 9564. Retrieved 2016/11/11.
• 2、 Ma?kosza, Mieczys?aw,Paszewski, Maciej,Sulikowski, Daniel. "Synthesis of diphenyl(nitroaryl)phosphine oxides via oxidative nucleophilic substitution of hydrogen in nitroarenes with diphenylphosphine anion". experimental part. p. 2938 - 2940. Retrieved 2009/07/03.