2-(4-bromophenyl)-5-(4-tri-isopropylsilylethynylphenyl)[1,3,4]oxadiazole

Base Information

• Chemical Name: 2-(4-bromophenyl)-5-(4-tri-isopropylsilylethynylphenyl)[1,3,4]oxadiazole
• CAS No.: 856427-60-6
• Molecular Formula: C₂₅H₂₉BrN₂OSi
• Molecular Weight: 481.508
• Mol file: 856427-60-6.mol

Synonyms:2-(4-bromophenyl)-5-(4-tri-isopropylsilylethynylphenyl)[1,3,4]oxadiazole

Chemical Property of 2-(4-bromophenyl)-5-(4-tri-isopropylsilylethynylphenyl)[1,3,4]oxadiazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 2-(4-bromophenyl)-5-(4-tri-isopropylsilylethynylphenyl)[1,3,4]oxadiazole

There total 1 articles about 2-(4-bromophenyl)-5-(4-tri-isopropylsilylethynylphenyl)[1,3,4]oxadiazole 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: 95.0%

2-(4-bromophenyl)-5-(4-iodophenyl)-[1,3,4]oxadiazole (817171-87-2) + tris-iso-propylsilyl acetylene (89343-06-6) → 2-(4-bromophenyl)-5-(4-tri-isopropylsilylethynylphenyl)[1,3,4]oxadiazole (856427-60-6)

Guidance literature:

With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; for 8h; Heating;

DOI:10.1021/ma050140z

Reference yield: 64.0%

2-(4-bromophenyl)-5-(4-tri-isopropylsilylethynylphenyl)[1,3,4]oxadiazole (856427-60-6) + trimethylsilylacetylene (1066-54-2) → 2-(4-trimethylsilylethynylphenyl)-5-(4-tri-isopropylsilylethynylphenyl)[1,3,4]oxadiazole (856427-61-7)

Guidance literature:

With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; for 12h; Heating;

DOI:10.1021/ma050140z

Reference yield:

2-(4-bromophenyl)-5-(4-tri-isopropylsilylethynylphenyl)[1,3,4]oxadiazole (856427-60-6) → 2-(4-ethynylphenyl)-5-(4-tri-isopropylsilylethynylphenyl)[1,3,4]oxadiazole (856427-62-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / CuI; triethylamine / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 12 h / Heating

2: 84 percent / KOH / methanol; tetrahydrofuran / 1 h / 20 °C

With potassium hydroxide; copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol;

DOI:10.1021/ma050140z

upstream raw materials:

2-(4-bromophenyl)-5-(4-iodophenyl)-[1,3,4]oxadiazole

tris-iso-propylsilyl acetylene

Downstream raw materials:

2-(4-trimethylsilylethynylphenyl)-5-(4-tri-isopropylsilylethynylphenyl)[1,3,4]oxadiazole

2-(4-ethynylphenyl)-5-(4-tri-isopropylsilylethynylphenyl)[1,3,4]oxadiazole