4,4'-((2,5-dihexyl-1,4-phenylene)bis(ethyne-2,1-diyl))bis(ethynylbenzene)

Base Information

Chemical Name:4,4'-((2,5-dihexyl-1,4-phenylene)bis(ethyne-2,1-diyl))bis(ethynylbenzene)
CAS No.:1079397-80-0
Molecular Formula:C₃₈H₃₈
Molecular Weight:494.72
Hs Code.:

Synonyms:4,4'-((2,5-dihexyl-1,4-phenylene)bis(ethyne-2,1-diyl))bis(ethynylbenzene)

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Chemical Property of 4,4'-((2,5-dihexyl-1,4-phenylene)bis(ethyne-2,1-diyl))bis(ethynylbenzene)

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Technology Process of 4,4'-((2,5-dihexyl-1,4-phenylene)bis(ethyne-2,1-diyl))bis(ethynylbenzene)

There total 6 articles about 4,4'-((2,5-dihexyl-1,4-phenylene)bis(ethyne-2,1-diyl))bis(ethynylbenzene) 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: 84.0%

: 1437553-32-6
((((2,5-dihexyl-1,4-phenylene)bis(ethyne-2,1-diyl))bis(4,1-phenylene))bis(ethyne-2,1-diyl))bis(triisopropylsilane)

: 1079397-80-0
4,4'-((2,5-dihexyl-1,4-phenylene)bis(ethyne-2,1-diyl))bis(ethynylbenzene)

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 18h;
DOI:10.1002/anie.201208597

Reference yield:

: 935-14-8
1,4-diethynylbenzene

: 1079397-80-0
4,4'-((2,5-dihexyl-1,4-phenylene)bis(ethyne-2,1-diyl))bis(ethynylbenzene)

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.83 h / -78 °C / Inert atmosphere; Schlenk technique

1.2: 21 h / -78 - 20 °C / Inert atmosphere; Schlenk technique

2.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere; Schlenk technique

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 0 - 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; hexane;
DOI:10.1002/anie.201208597

Reference yield:

: 111-25-1
1-bromo-hexane

: 1079397-80-0
4,4'-((2,5-dihexyl-1,4-phenylene)bis(ethyne-2,1-diyl))bis(ethynylbenzene)

Guidance literature:: Multi-step reaction with 4 steps

1.1: magnesium / diethyl ether / Schlenk technique; Inert atmosphere

1.2: 15 h / Reflux; Inert atmosphere; Schlenk technique

2.1: periodic acid; iodine; sulfuric acid / water; tetrachloromethane; acetic acid / 24 h / Reflux

3.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere; Schlenk technique

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 0 - 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sulfuric acid; tetrabutyl ammonium fluoride; iodine; magnesium; periodic acid; triethylamine; In tetrahydrofuran; tetrachloromethane; diethyl ether; water; acetic acid;
DOI:10.1002/anie.201208597