1-bromo-3-[2-(1-triisopropylsilylethynyl)]-5-[2-(1-trimethylsilylethynyl)]benzene

Base Information

• Chemical Name: 1-bromo-3-[2-(1-triisopropylsilylethynyl)]-5-[2-(1-trimethylsilylethynyl)]benzene
• CAS No.: 636566-81-9
• Molecular Formula: C₂₂H₃₃BrSi₂
• Molecular Weight: 433.579
• Mol file: 636566-81-9.mol

Synonyms:1-bromo-3-[2-(1-triisopropylsilylethynyl)]-5-[2-(1-trimethylsilylethynyl)]benzene

Chemical Property of 1-bromo-3-[2-(1-triisopropylsilylethynyl)]-5-[2-(1-trimethylsilylethynyl)]benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-bromo-3-[2-(1-triisopropylsilylethynyl)]-5-[2-(1-trimethylsilylethynyl)]benzene

There total 6 articles about 1-bromo-3-[2-(1-triisopropylsilylethynyl)]-5-[2-(1-trimethylsilylethynyl)]benzene 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%

tris-iso-propylsilyl acetylene (89343-06-6) + (3-bromo-5-iodophenylethynyl)trimethylsilane (636566-80-8) → 1-bromo-3-[2-(1-triisopropylsilylethynyl)]-5-[2-(1-trimethylsilylethynyl)]benzene (636566-81-9)

Guidance literature:

With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; at 20 ℃; for 108h;

DOI:10.1002/chem.200304786

Reference yield: 72.0%

trimethylsilylacetylene (1066-54-2) + (3-bromo-5-iodophenylethynyl)triisopropylsilane (636566-82-0) → 1-bromo-3-[2-(1-triisopropylsilylethynyl)]-5-[2-(1-trimethylsilylethynyl)]benzene (636566-81-9)

Guidance literature:

With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; at 20 ℃; for 96h;

DOI:10.1002/chem.200304786

Reference yield:

1,3,5-trisbromobenzene (626-39-1) → 1-bromo-3-[2-(1-triisopropylsilylethynyl)]-5-[2-(1-trimethylsilylethynyl)]benzene (636566-81-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-BuLi / diethyl ether / 3 h / -78 °C

1.2: 84 percent / I₂ / diethyl ether

2.1: 97 percent / Et₃N / [PdCl₂(PPh₃)2]; CuI / 96 h / 20 °C

3.1: n-BuLi / diethyl ether; hexane / 2 h / -78 °C

3.2: 71 percent / I₂ / diethyl ether; hexane / 2 h / -78 °C

4.1: 72 percent / Et₃N / [PdCl₂(PPh₃)2]; CuI / 96 h / 20 °C

With n-butyllithium; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In diethyl ether; hexane;

DOI:10.1002/chem.200304786

upstream raw materials:

tris-iso-propylsilyl acetylene

(3-bromo-5-iodophenylethynyl)trimethylsilane

trimethylsilylacetylene

(3-bromo-5-iodophenylethynyl)triisopropylsilane

Downstream raw materials:

2,2':6',2''-terpyridine-5,5''-diylbis-[1-(2,1-ethynediyl)-3-(2-(1-triisopropylsilylethynyl))-5-(2-(1-trimethylsilylethynyl))benzene]

2,2':6',2''-terpyridine-5,5''-diylbis-[1-(2,1-ethynediyl)-3-(ethynyl)-5-(2-(1-triisopropylsilylethynyl))benzene]

1-iodo-3-[2-(1-triisopropylsilylethynyl)]-5-[2-(1-trimethylsilylethynyl)]benzene