Triphenyl[1-(trimethylsilyl)ethylidene]-lambda~5~-phosphane

Base Information

• Chemical Name: Triphenyl[1-(trimethylsilyl)ethylidene]-lambda~5~-phosphane
• CAS No.: 82294-33-5
• Molecular Formula: C23H27PSi
• Molecular Weight: 362.527
• DSSTox Substance ID: DTXSID30509334
• Nikkaji Number: J505.431A
• Wikidata: Q82366813
• Mol file: 82294-33-5.mol

Synonyms:82294-33-5;DTXSID30509334;Triphenyl[1-(trimethylsilyl)ethylidene]-lambda~5~-phosphane

Chemical Property of Triphenyl[1-(trimethylsilyl)ethylidene]-lambda~5~-phosphane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 362.16196439
• Heavy Atom Count: 25
• Complexity: 417

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=P(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3)[Si](C)(C)C

Technology Process of Triphenyl[1-(trimethylsilyl)ethylidene]-lambda~5~-phosphane

There total 5 articles about Triphenyl[1-(trimethylsilyl)ethylidene]-lambda~5~-phosphane 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: 97.0%

chloro-trimethyl-silane (75-77-4) + ethylenetriphenylphosphorane (1754-88-7) → 1-trimethylsilyl ethylene triphenylphosphorane (82294-33-5)

Guidance literature:

In benzene; a) r.t., 20 h, b) reflux, 54 h;

DOI:10.1055/s-1992-26227

Reference yield: 92.0%

<1-Trimethylsilyl-ethyl>-triphenyl-phosphoniumiodid (3740-01-0) → 1-trimethylsilyl ethylene triphenylphosphorane (82294-33-5)

Guidance literature:

With sodium hexamethyldisilazane; In diethyl ether; for 20h; Ambient temperature;

DOI:10.1055/s-1992-26227

Reference yield:

ethylenetriphenylphosphorane (1754-88-7) → 1-trimethylsilyl ethylene triphenylphosphorane (82294-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / toluene / a) -78 deg C, b) r.t., 15-20 h

2: 92 percent / Na3)2> / diethyl ether / 20 h / Ambient temperature

With sodium hexamethyldisilazane; In diethyl ether; toluene;

DOI:10.1055/s-1992-26227

upstream raw materials:

chloro-trimethyl-silane

ethylenetriphenylphosphorane

trimethylsilyl bromide

ethyltriphenylphosphonium bromide

Downstream raw materials:

(1-Methyl-1-trimethylsilanyl-ethyl)-triphenyl-phosphonium; iodide

(1-Methyl-but-3-enylidene)-triphenyl-λ⁵-phosphane

(1-Iodo-ethylidene)-triphenyl-λ⁵-phosphane

(1-Methyl-2-phenyl-ethylidene)-triphenyl-λ⁵-phosphane