Phosphorane, [bis(trimethylsilyl)methylene]triphenyl-

Base Information

• Chemical Name: Phosphorane, [bis(trimethylsilyl)methylene]triphenyl-
• CAS No.: 36050-78-9
• Molecular Formula: C25H33PSi2
• Molecular Weight: 420.682
• DSSTox Substance ID: DTXSID00446646
• Nikkaji Number: J500.730E
• Wikidata: Q82265358
• Mol file: 36050-78-9.mol

Synonyms:Phosphorane, [bis(trimethylsilyl)methylene]triphenyl-;36050-78-9;DTXSID00446646;(Triphenylphosphonio)bis(trimethylsilyl)methanide

Chemical Property of Phosphorane, [bis(trimethylsilyl)methylene]triphenyl-

Chemical Property:

• PSA: 9.81000
• LogP: 5.90770
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 420.18584112
• Heavy Atom Count: 28
• Complexity: 480

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Phosphorane, [bis(trimethylsilyl)methylene]triphenyl-

There total 6 articles about Phosphorane, [bis(trimethylsilyl)methylene]triphenyl- 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%

(Bis-trimethylsilanyl-methyl)-triphenyl-phosphonium; iodide (144189-85-5) → Bis(trimethylsilyl)methylidene triphenylphosphorane (36050-78-9)

Guidance literature:

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

DOI:10.1055/s-1992-26227

Reference yield: 40.0%

chloro-trimethyl-silane (75-77-4) + Methylenetriphenylphosphorane (19493-09-5) → Bis(trimethylsilyl)methylidene triphenylphosphorane (36050-78-9) + (trimethylsilyl)methylenetriphenylphosphorane (3739-97-7,75089-45-1)

Guidance literature:

In diethyl ether; hexane; for 624h;

Reference yield:

Methylenetriphenylphosphorane (19493-09-5) → Bis(trimethylsilyl)methylidene triphenylphosphorane (36050-78-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / benzene / a) r.t., 20 h, b) reflux, 5 h

2: 93 percent / toluene / a) -78 deg C, b) r.t., 15-20 h

3: 99 percent / Na3)2> / diethyl ether / 20 h / Ambient temperature

With sodium hexamethyldisilazane; In diethyl ether; toluene; benzene;

DOI:10.1055/s-1992-26227

upstream raw materials:

(Bis-trimethylsilanyl-methyl)-triphenyl-phosphonium; iodide

chloro-trimethyl-silane

Methylenetriphenylphosphorane

(trimethylsilyl)methylenetriphenylphosphorane

Downstream raw materials:

1,8-Bis-(triphenyl-λ⁵-phosphanylidene)-octane-2,7-dione

2-(Triphenyl-λ⁵-phosphanylidene)-1-{6-[2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-cyclohepta-1,3,5-trienyl}-ethanone

1,6-Bis-(triphenyl-λ⁵-phosphanylidene)-hexane-2,5-dione

2-(Triphenyl-λ⁵-phosphanylidene)-1-{1-[2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-cyclopropyl}-ethanone