Phosphine oxide, ethynyldiphenyl-

Base Information

• Chemical Name: Phosphine oxide, ethynyldiphenyl-
• CAS No.: 6104-48-9
• Molecular Formula: C14H11OP
• Molecular Weight: 226.215
• European Community (EC) Number: 842-228-0
• DSSTox Substance ID: DTXSID70450932
• Nikkaji Number: J2.134.228I
• Wikidata: Q82270773
• Mol file: 6104-48-9.mol

Synonyms:6104-48-9;Ethynyl(diphenyl)phosphine Oxide;Phosphine oxide, ethynyldiphenyl-;[ethynyl(phenyl)phosphoryl]benzene;[ETHYNYL(PHENYL)PHOSPHOROSO]BENZENE;Ethynyldiphenylphosphine oxide;Ethynyl(diphenyl)phosphineOxide;C14H11OP;diphenyl(ethynyl)phosphine oxide;SCHEMBL16529794;DTXSID70450932;DVERTYATJOQUGS-UHFFFAOYSA-N;MFCD31691605;AKOS037645686;AS-62259;CS-0203234;E1310;EN300-99838

Chemical Property of Phosphine oxide, ethynyldiphenyl-

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 226.054751968
• Heavy Atom Count: 16
• Complexity: 291

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C#CP(=O)(C1=CC=CC=C1)C2=CC=CC=C2

Technology Process of Phosphine oxide, ethynyldiphenyl-

There total 10 articles about Phosphine oxide, ethynyldiphenyl- 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: 99.0%

diphenyl-phosphinic acid (1707-03-5) + acetylenemagnesium bromide (4301-14-8) → ethynyl(diphenyl)phosphine oxide (6104-48-9)

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c02004

Reference yield: 98.0%

ethynyldiphenylphosphine (6104-47-8) → ethynyl(diphenyl)phosphine oxide (6104-48-9)

Guidance literature:

With dihydrogen peroxide; In diethyl ether; water; at 0 ℃; for 4h;

DOI:10.1515/znb-2020-0047

Reference yield: 97.0%

diphenyl((triisopropylsilyl)ethynyl)phosphine oxide → ethynyl(diphenyl)phosphine oxide (6104-48-9)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 25 ℃;

DOI:10.1002/chem.201800202

upstream raw materials:

ethynyldiphenylphosphine

trimethylsilyl(diphenylphosphanyl)acetylene

chloro-diphenylphosphine

bromobenzene

Downstream raw materials:

((E)-2-Diphenylphosphanyl-vinyl)-methyl-(1-phenyl-ethyl)-amine

Ethynyldiphenylphosphine oxide

1,3-bis[(diphenylphosphoryl)ethynyl]benzene

[2-(4-bromophenyl)ethynyl]diphenylphosphine oxide

Refernces

• 1、 Okuda, Yasuhiro,Imafuku, Kazuto,Tsuchida, Yoshiyuki,Seo, Tomoyo,Akashi, Haruo,Orita, Akihiro. "Process-Controlled Regiodivergent Copper-Catalyzed Azide-Alkyne Cycloadditions: Tailor-made Syntheses of 4- And 5-Bromotriazoles from Bromo(phosphoryl)ethyne". supporting information. p. 5099 - 5103. Retrieved 2020/07/03.
• 2、 Seifert, Tim P.,Bestgen, Sebastian,Feuerstein, Thomas J.,Lebedkin, Sergei,Kr?mer, Felix,Fengler, Christian,Gamer, Michael T.,Kappes, Manfred M.,Roesky, Peter W.. "Phosphine-substituted 1,2,3-triazoles as P,C- And P,N-ligands for photoluminescent coinage metal complexes". supporting information. p. 15427 - 15434. Retrieved 2019/11/03.