Silane, [[2,5-bis[(trimethylsilyl)ethynyl]-1,4-phenylene]di-2,1-ethynediyl]bis[tris(1- methylethyl)-

Base Information

• Chemical Name: Silane, [[2,5-bis[(trimethylsilyl)ethynyl]-1,4-phenylene]di-2,1-ethynediyl]bis[tris(1- methylethyl)-
• CAS No.: 834856-06-3
• Molecular Formula: C38H62Si4
• Molecular Weight: 631.252
• Mol file: 834856-06-3.mol

Synonyms:1,4-bis-trimethylsilylethynyl-2,5-bis-triisopropylsilylethynylbenzene;1,4-Bis-[(triisopropylsilanyl)-ethynyl]-2,5-bis-trimethylsilanylethynyl-benzene;2,5-bis[(triisopropylsilyl)ethynyl]-1,4-bis[(trimethylsilyl)ethynyl]benzene;

Chemical Property of Silane, [[2,5-bis[(trimethylsilyl)ethynyl]-1,4-phenylene]di-2,1-ethynediyl]bis[tris(1- methylethyl)-

Chemical Property:

• PSA: 0.00000
• LogP: 11.28340

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Silane, [[2,5-bis[(trimethylsilyl)ethynyl]-1,4-phenylene]di-2,1-ethynediyl]bis[tris(1- methylethyl)-

There total 2 articles about Silane, [[2,5-bis[(trimethylsilyl)ethynyl]-1,4-phenylene]di-2,1-ethynediyl]bis[tris(1- methylethyl)- 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: 74.0%

tris-iso-propylsilyl acetylene (89343-06-6) + 1,4-dibromo-2,5-bis-(trimethylsilylethynyl)benzene (478190-79-3) → 2,5-bis[(triisopropylsilyl)ethynyl]-1,4-bis[(trimethylsilyl)ethynyl]benzene (834856-06-3)

Guidance literature:

With copper(l) iodide; diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 40 ℃; for 12h;

DOI:10.1055/s-2003-43372

Reference yield:

1,4-dibromo-2,5-diiodobenzene (63262-06-6) → 2,5-bis[(triisopropylsilyl)ethynyl]-1,4-bis[(trimethylsilyl)ethynyl]benzene (834856-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / Pd(PPh₃)4; CuI; iPr₂NH / tetrahydrofuran / 12 h / 20 °C

2: 74 percent / Pd(PPh₃)4; CuI; iPr₂NH / tetrahydrofuran / 12 h / 50 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine; In tetrahydrofuran; 1: Sonogashira cross-coupling / 2: Sonogashira cross-coupling;

DOI:10.1021/ja044175a

Reference yield: 98.0%

2,5-bis[(triisopropylsilyl)ethynyl]-1,4-bis[(trimethylsilyl)ethynyl]benzene (834856-06-3) → 1,4-bis(triisopropylsilylacetylene)-2,5-bis(bromoacetylene)benzene

Guidance literature:

With N-Bromosuccinimide; silver nitrate; In acetone; at 20 ℃; for 2h;

DOI:10.1021/jo701400t

upstream raw materials:

tris-iso-propylsilyl acetylene

1,4-dibromo-2,5-bis-(trimethylsilylethynyl)benzene

1,4-dibromo-2,5-diiodobenzene

Downstream raw materials:

2,5-bis[(4'-N,N-dibutylaminophenyl)ethynyl]-1,4-bis[(triisopropylsilyl)ethynyl]benzene