Silane, trimethyl[[4-(phenylethynyl)phenyl]ethynyl]-

Base Information

• Chemical Name: Silane, trimethyl[[4-(phenylethynyl)phenyl]ethynyl]-
• CAS No.: 147492-76-0
• Molecular Formula: C19H18Si
• Molecular Weight: 274.437
• DSSTox Substance ID: DTXSID70477184
• Nikkaji Number: J1.520.690J
• Wikidata: Q82309471
• Mol file: 147492-76-0.mol

Synonyms:147492-76-0;Silane, trimethyl[[4-(phenylethynyl)phenyl]ethynyl]-;trimethyl-[2-[4-(2-phenylethynyl)phenyl]ethynyl]silane;Benzene, 1-(2-phenylethynyl)-4-[2-(trimethylsilyl)ethynyl]-;DTXSID70477184;FT-0735761;4-(phenylethynyl)phenylethynyl trimethylsilane;Trimethyl{[4-(phenylethynyl)phenyl]ethynyl}silane

Chemical Property of Silane, trimethyl[[4-(phenylethynyl)phenyl]ethynyl]-

Chemical Property:

• Melting Point: 121-122 °C
• Boiling Point: 361.1±34.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.02±0.1 g/cm3(Predicted)
• LogP: 4.31530
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 274.117777109
• Heavy Atom Count: 20
• Complexity: 428

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C[Si](C)(C)C#CC1=CC=C(C=C1)C#CC2=CC=CC=C2

Technology Process of Silane, trimethyl[[4-(phenylethynyl)phenyl]ethynyl]-

There total 21 articles about Silane, trimethyl[[4-(phenylethynyl)phenyl]ethynyl]- 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%

iodobenzene (591-50-4) + 4-(trimethylsilylethynyl)phenylacetylene (66228-76-0) → 1-(phenylethynyl)-4-[(trimethylsilyl)ethynyl]benzene (147492-76-0)

Guidance literature:

iodobenzene; 4-(trimethylsilylethynyl)phenylacetylene; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; for 0.166667h; Inert atmosphere; Schlenk technique;

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201202498

Reference yield: 97.0%

(4-bromophenyl)(trimethylsilyl)acetylene (16116-78-2) + tributylstannylethynylbenzene (3757-88-8) → 1-(phenylethynyl)-4-[(trimethylsilyl)ethynyl]benzene (147492-76-0)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; bis(tri-t-butylphosphine)palladium⁽⁰⁾; sodium chloride; In water; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1039/c2gc36042j

Reference yield: 90.0%

1-iodo-4-(trimethylsilylethynyl)benzene (134856-58-9) + phenylacetylene (536-74-3) → 1-(phenylethynyl)-4-[(trimethylsilyl)ethynyl]benzene (147492-76-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(02)01409-6

upstream raw materials:

1-iodo-4-(trimethylsilylethynyl)benzene

phenylacetylene

1,4-Bis(trimethylsilylethynyl)benzene

triphenylantimony

Downstream raw materials:

trimethyl-{4-[4-(4-phenylethynyl-phenylethynyl)-phenylethynyl]-phenylethynyl}-silane

trimethyl[4-(4-(phenylethynyl)phenylethynyl)phenylethynyl]silane

[3-fluoro-4-(4-(phenylethynyl)phenylethynyl)phenylethynyl]trimethylsilane

2-(4-(phenylethynyl)phenylethynyl)-5-trimethylsilanylethynylbenzonitrile