Phosphorane, triphenyl[2-(trimethylsilyl)ethylidene]-

Base Information

• Chemical Name: Phosphorane, triphenyl[2-(trimethylsilyl)ethylidene]-
• CAS No.: 63922-69-0
• Molecular Formula: C23H27PSi
• Molecular Weight: 362.527
• DSSTox Substance ID: DTXSID60471217
• Wikidata: Q82299675
• Mol file: 63922-69-0.mol

Synonyms:Phosphorane, triphenyl[2-(trimethylsilyl)ethylidene]-;63922-69-0;DTXSID60471217;2-trimethylsilylethylidene triphenylphosphorane

Chemical Property of Phosphorane, triphenyl[2-(trimethylsilyl)ethylidene]-

Chemical Property:

• PSA: 9.81000
• LogP: 5.12090
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 362.16196439
• Heavy Atom Count: 25
• Complexity: 391

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Phosphorane, triphenyl[2-(trimethylsilyl)ethylidene]-

There total 7 articles about Phosphorane, triphenyl[2-(trimethylsilyl)ethylidene]- 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:

iodo(trimethylsilyl)methane (4206-67-1) + Methyltriphenylphosphonium bromide (1779-49-3) → (2-trimethylsilylethylidene)triphenylphosphorane (63922-69-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran;

DOI:10.1021/jo00196a002

Reference yield:

2-(trimethylsilyl)ethyltriphenylphosphonium iodide (63922-84-9) → (2-trimethylsilylethylidene)triphenylphosphorane (63922-69-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; for 1.5h; Ambient temperature;

DOI:10.1021/jo00105a024

Reference yield:

Methylenetriphenylphosphorane (19493-09-5) → (2-trimethylsilylethylidene)triphenylphosphorane (63922-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hexane; tetrahydrofuran / 1.5 h / 0 - 20 °C

2: n-BuLi / hexane; tetrahydrofuran / 2.5 h / -78 - 20 °C

With n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1080/10426500600616589

upstream raw materials:

iodo(trimethylsilyl)methane

methyl-triphenylphosphonium iodide

Methyltriphenylphosphonium bromide

2-(trimethylsilyl)ethyltriphenylphosphonium iodide

Downstream raw materials:

(2-cyclohexylideneethyl)trimethylsilane

trans-4-[(Z)-3-(trimethylsilyl)prop-1-en-1-yl]cyclohexylmethyl pivaloate

cis-4-[(Z)-3-(trimethylsilyl)prop-1-en-1-yl]cyclohexylmethyl pivaloate

Trimethyl-((2E,4E)-5-phenyl-penta-2,4-dienyl)-silane