[(1E)-1,2-Diphenylethenyl]diphenylphosphine oxide

Base Information

• Chemical Name: [(1E)-1,2-Diphenylethenyl]diphenylphosphine oxide
• CAS No.: 14447-39-3
• Molecular Formula: C26H21OP
• Molecular Weight: 380.426
• DSSTox Substance ID: DTXSID301231550
• Nikkaji Number: J1.569.081J,J1.985.545G
• Mol file: 14447-39-3.mol

Synonyms:DTXSID301231550;14447-39-3;[(1E)-1,2-Diphenylethenyl]diphenylphosphine oxide

Chemical Property of [(1E)-1,2-Diphenylethenyl]diphenylphosphine oxide

Chemical Property:

• XLogP3: 6.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 380.133002287
• Heavy Atom Count: 28
• Complexity: 519

Purity/Quality:

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)P(=O)(C3=CC=CC=C3)C4=CC=CC=C4
• Isomeric SMILES: C1=CC=C(C=C1)/C=C(\C2=CC=CC=C2)/P(=O)(C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of [(1E)-1,2-Diphenylethenyl]diphenylphosphine oxide

There total 23 articles about [(1E)-1,2-Diphenylethenyl]diphenylphosphine oxide 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: 94.0%

diphenyl acetylene (501-65-5) + Diphenylphosphine oxide (4559-70-0) → (E)-(1,2-diphenylethenyl)diphenylphosphane oxide (14447-39-3)

Guidance literature:

With diphenyl-phosphinic acid; cis-dimethylbis(dimethylPhphosphine)palladium(II); In benzene; at 70 ℃; for 12h;

DOI:10.1002/(sici)1521-3773(19980202)37:1/2<94::aid-anie94>3.0.co;2-t

Reference yield: 84.0%

(E)-1-diphenylphosphino-1,2-diphenylethylene (14447-37-1,14447-38-2,122555-35-5) → (E)-(1,2-diphenylethenyl)diphenylphosphane oxide (14447-39-3)

Guidance literature:

With dihydrogen peroxide; In ethanol; acetone; for 1.5h; Ambient temperature;

Reference yield: 67.0%

((2R,3R)-2,3-Diphenyl-oxiranyl)-dimethyl-phenyl-silane + diphenylphosphane (829-85-6) → (E)-(1,2-diphenylethenyl)diphenylphosphane oxide (14447-39-3)

Guidance literature:

diphenylphosphane; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h;

((2R,3R)-2,3-Diphenyl-oxiranyl)-dimethyl-phenyl-silane; In tetrahydrofuran; hexane; at 0 - 20 ℃;

DOI:10.1002/chem.200400239

upstream raw materials:

1,2-dibromo-1,2-diphenylethylene

lithium diphenylphosphide

tetraphenylphosphirenium ion

(E)-1-diphenylphosphino-1,2-diphenylethylene

Downstream raw materials:

(1,2-diphenylethyl)diphenylphosphine oxide

Refernces

• 1、 Niu, Mingyu,Fu, Hua,Jiang, Yuyang,Zhao, Yufen. "Copper-catalyzed addition of H-phosphine oxides to alkynes forming alkenylphosphine oxides". . p. 272 - 274. Retrieved 2007.
• 2、 Unoh, Yuto,Hirano, Koji,Miura, Masahiro. "Metal-Free Electrophilic Phosphination/Cyclization of Alkynes". supporting information. p. 6106 - 6109. Retrieved 2017/05/09.
• 3、 Gonzalez-Nogal, Ana M.,Cuadrado, Purification,Sarmentero, M. Angeles. "Regio- and stereospecific cleavage of stannyloxiranes with lithium diphenylphosphide". body text. p. 850 - 859. Retrieved 2009/07/17.