tributyl[2-(2-phenylethynyl)phenyl]stannane

Base Information

• Chemical Name: tributyl[2-(2-phenylethynyl)phenyl]stannane
• CAS No.: 383909-10-2
• Molecular Formula: C₂₆H₃₆Sn
• Molecular Weight: 467.282
• Mol file: 383909-10-2.mol

Synonyms:tributyl[2-(2-phenylethynyl)phenyl]stannane

Chemical Property of tributyl[2-(2-phenylethynyl)phenyl]stannane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tributyl[2-(2-phenylethynyl)phenyl]stannane

There total 4 articles about tributyl[2-(2-phenylethynyl)phenyl]stannane 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: 54.0%

tributylstannylethynylbenzene (3757-88-8) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → tributyl[2-(2-phenylethynyl)phenyl]stannane (383909-10-2)

Guidance literature:

With cesium fluoride; bis(η3-allyl-μ-chloropalladium(II)); In acetonitrile; byproducts: diphenylacetylene; at 50°C for 3 h, Pd/N-(2-diphenylphosphinobenzylidene)-2-phenylethylamine=1;

DOI:10.1039/b103745p

Reference yield:

tri-n-butyl-tin hydride (688-73-3) → tributyl[2-(2-phenylethynyl)phenyl]stannane (383909-10-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 0.17 h / 70 °C / Schlenk technique; Inert atmosphere

1.2: 8 h / 70 °C / Schlenk technique; Inert atmosphere

2.1: potassium fluoride; 18-crown-6 ether; copper(l) cyanide / tetrahydrofuran / 27 h / 65 °C / Schlenk technique; Inert atmosphere

With potassium fluoride; 18-crown-6 ether; copper(l) cyanide; In tetrahydrofuran;

DOI:10.1002/adsc.201900540

Reference yield:

bis(tri-n-butyltin) (813-19-4) → tributyl[2-(2-phenylethynyl)phenyl]stannane (383909-10-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 8 h / 70 °C / Schlenk technique; Inert atmosphere

2: potassium fluoride; 18-crown-6 ether; copper(l) cyanide / tetrahydrofuran / 27 h / 65 °C / Schlenk technique; Inert atmosphere

With potassium fluoride; 18-crown-6 ether; copper(l) cyanide; In tetrahydrofuran;

DOI:10.1002/adsc.201900540

upstream raw materials:

tributylstannylethynylbenzene

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

tri-n-butyl-tin hydride

bis(tri-n-butyltin)

Downstream raw materials:

2,2'-Bis(phenylethynyl)<1,1'-biphenyl>

[2-(hydroxyphenylmethyl)phenyl]phenylacetylene

(phenyl)[2-(2-phenylethynyl)phenyl]methanone

4'-nitro-2-(phenylethynyl)-1,1'-biphenyl

Refernces

• 1、 Yoshida,Honda,Shirakawa,Hiyama. "Palladium-iminophosphine-catalysed carbostannylation of arynes: Synthesis of ortho-substituted arylstannanes". . p. 1880 - 1881. Retrieved 2007/10/03.