4,4’-((2,5-dibromo-1,4-phenylene)bis(ethyne-2,1-diyl))bis(tert-butylbenzene)

Base Information

• Chemical Name: 4,4’-((2,5-dibromo-1,4-phenylene)bis(ethyne-2,1-diyl))bis(tert-butylbenzene)
• CAS No.: 952676-72-1
• Molecular Formula: C₃₀H₂₈Br₂
• Molecular Weight: 548.36

Synonyms:4,4’-((2,5-dibromo-1,4-phenylene)bis(ethyne-2,1-diyl))bis(tert-butylbenzene)

Chemical Property of 4,4’-((2,5-dibromo-1,4-phenylene)bis(ethyne-2,1-diyl))bis(tert-butylbenzene)

Chemical Property:

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Technology Process of 4,4’-((2,5-dibromo-1,4-phenylene)bis(ethyne-2,1-diyl))bis(tert-butylbenzene)

There total 2 articles about 4,4’-((2,5-dibromo-1,4-phenylene)bis(ethyne-2,1-diyl))bis(tert-butylbenzene) 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: 87.0%

4-tert-Butylphenylacetylene (772-38-3) + 1,4-dibromo-2,5-diiodobenzene (63262-06-6) → 4,4’-((2,5-dibromo-1,4-phenylene)bis(ethyne-2,1-diyl))bis(tert-butylbenzene) (952676-72-1)

Guidance literature:

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

DOI:10.1021/jacs.8b03711

Reference yield:

1.4-dibromobenzene (106-37-6) → 4,4’-((2,5-dibromo-1,4-phenylene)bis(ethyne-2,1-diyl))bis(tert-butylbenzene) (952676-72-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; iodine / 125 - 130 °C

2: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / tetrahydrofuran

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; iodine; triethylamine; In tetrahydrofuran;

DOI:10.1039/b921895e

Reference yield: 95.0%

2-(2,7-di-(tert-butyl)pyren-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (947770-79-8) + 4,4’-((2,5-dibromo-1,4-phenylene)bis(ethyne-2,1-diyl))bis(tert-butylbenzene) (952676-72-1) → C78H78

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water;

DOI:10.1002/pola.28494

upstream raw materials:

4-tert-Butylphenylacetylene

1,4-dibromo-2,5-diiodobenzene

1.4-dibromobenzene

Downstream raw materials:

C₄₂H₄₀O₂P₂

1,4-di(4-tert-butylphenyl)-2,5-di((4-tert-butylphenyl)acetylenyl)benzene

1,4-bis(2-(4-tert-butylphenyl)ethynyl)-2,5-bis(2-(4-(diphenylphosphoryl)phenyl)ethynyl)benzene

1,4-bis(2-(4-tert-butylphenyl)ethynyl)-2,5-bis(2-(4-(diphenylphosphino)phenyl)ethynyl)benzene

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