[(2,5-bis(hexyloxy)-4-{[4-(methylthio)phenyl]ethynyl}phenyl)ethynyl]trimethylsilane

Base Information

• Chemical Name: [(2,5-bis(hexyloxy)-4-{[4-(methylthio)phenyl]ethynyl}phenyl)ethynyl]trimethylsilane
• CAS No.: 1620837-39-9
• Molecular Formula: C₃₂H₄₄O₂SSi
• Molecular Weight: 520.852
• Mol file: 1620837-39-9.mol

Synonyms:[(2,5-bis(hexyloxy)-4-{[4-(methylthio)phenyl]ethynyl}phenyl)ethynyl]trimethylsilane

Chemical Property of [(2,5-bis(hexyloxy)-4-{[4-(methylthio)phenyl]ethynyl}phenyl)ethynyl]trimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(2,5-bis(hexyloxy)-4-{[4-(methylthio)phenyl]ethynyl}phenyl)ethynyl]trimethylsilane

There total 1 articles about [(2,5-bis(hexyloxy)-4-{[4-(methylthio)phenyl]ethynyl}phenyl)ethynyl]trimethylsilane 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: 63.0%

{[4-bromo-2,5-bis(hexyloxy)phenyl]ethynyl}trimethylsilane (910056-56-3) + 4-ethynylthioanisole (56041-85-1) → [(2,5-bis(hexyloxy)-4-{[4-(methylthio)phenyl]ethynyl}phenyl)ethynyl]trimethylsilane (1620837-39-9)

Guidance literature:

With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine; at 80 ℃; for 20h; Inert atmosphere;

DOI:10.1055/s-0033-1340494

Reference yield: 93.0%

[(2,5-bis(hexyloxy)-4-{[4-(methylthio)phenyl]ethynyl}phenyl)ethynyl]trimethylsilane (1620837-39-9) → (4-{[4-ethynyl-2,5-bis(hexyloxy)phenyl]ethynyl}phenyl)(methyl)sulfane (1620837-40-2)

Guidance literature:

With potassium fluoride; In tetrahydrofuran; methanol; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1055/s-0033-1340494

Reference yield:

[(2,5-bis(hexyloxy)-4-{[4-(methylthio)phenyl]ethynyl}phenyl)ethynyl]trimethylsilane (1620837-39-9) → ({4-[(2,5-bis(hexyloxy)-4-{[4-(methylthio)phenyl]ethynyl}phenyl)ethynyl]-2,5-bis(hexyloxy)phenyl}ethynyl)trimethylsilane (1620837-41-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium fluoride / methanol; tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

2: triethylamine; trans-bis(triphenylphosphine)palladium dichloride; copper(l) iodide / 20 h / 80 °C / Inert atmosphere

With potassium fluoride; copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine; In tetrahydrofuran; methanol; 2: |Sonogashira Cross-Coupling;

DOI:10.1055/s-0033-1340494

upstream raw materials:

{[4-bromo-2,5-bis(hexyloxy)phenyl]ethynyl}trimethylsilane

4-ethynylthioanisole

Downstream raw materials:

(4-{[4-ethynyl-2,5-bis(hexyloxy)phenyl]ethynyl}phenyl)(methyl)sulfane

({4-[(2,5-bis(hexyloxy)-4-{[4-(methylthio)phenyl]ethynyl}phenyl)ethynyl]-2,5-bis(hexyloxy)phenyl}ethynyl)trimethylsilane

{4-[(4-{[4-ethynyl-2,5-bis(hexyloxy)phenyl]ethynyl}-2,5-bis(hexyloxy)phenyl)ethynyl]phenyl}(methyl)sulfane