4,4'-[(2-ethynyl-1,4-phenylene)bis(oxyethane-2,1-diylthio)]bis[4',5,5'-tris(butylthio)-2,2'-bi-1,3-dithiole]

Base Information

Chemical Name:4,4'-[(2-ethynyl-1,4-phenylene)bis(oxyethane-2,1-diylthio)]bis[4',5,5'-tris(butylthio)-2,2'-bi-1,3-dithiole]
CAS No.:1443247-07-1
Molecular Formula:C₄₈H₆₆O₂S₁₆
Molecular Weight:1188.11
Hs Code.:

Synonyms:4,4'-[(2-ethynyl-1,4-phenylene)bis(oxyethane-2,1-diylthio)]bis[4',5,5'-tris(butylthio)-2,2'-bi-1,3-dithiole]

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Chemical Property of 4,4'-[(2-ethynyl-1,4-phenylene)bis(oxyethane-2,1-diylthio)]bis[4',5,5'-tris(butylthio)-2,2'-bi-1,3-dithiole]

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Technology Process of 4,4'-[(2-ethynyl-1,4-phenylene)bis(oxyethane-2,1-diylthio)]bis[4',5,5'-tris(butylthio)-2,2'-bi-1,3-dithiole]

There total 4 articles about 4,4'-[(2-ethynyl-1,4-phenylene)bis(oxyethane-2,1-diylthio)]bis[4',5,5'-tris(butylthio)-2,2'-bi-1,3-dithiole] 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: 97.0%

: 1443247-06-0
{[2,5-bis(2-{[4',5,5'-tris(butylthio)-2,2'-bi-1,3-dithiol-4-yl]thio}ethoxy)phenyl]ethynyl}(triisopropyl)silane

: 1443247-07-1
4,4'-[(2-ethynyl-1,4-phenylene)bis(oxyethane-2,1-diylthio)]bis[4',5,5'-tris(butylthio)-2,2'-bi-1,3-dithiole]

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; water; at 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1002/chem.201102868

Reference yield:

: 1443247-05-9
4,4'-[(2-iodo-1,4-phenylene)bis(oxyethane-2,1-diylthio)]bis[4',5,5'-tris(butylthio)-2,2'-bi-1,3-dithiole]

: 1443247-07-1
4,4'-[(2-ethynyl-1,4-phenylene)bis(oxyethane-2,1-diylthio)]bis[4',5,5'-tris(butylthio)-2,2'-bi-1,3-dithiole]

Guidance literature:: Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide; diisopropylamine / N,N-dimethyl-formamide / 4.5 h / 50 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran; water / 0.5 h / 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; diisopropylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1002/chem.201102868

Reference yield:

: 5471-84-1
1,4-bis(2-bromoethoxy)benzene

: 1443247-07-1
4,4'-[(2-ethynyl-1,4-phenylene)bis(oxyethane-2,1-diylthio)]bis[4',5,5'-tris(butylthio)-2,2'-bi-1,3-dithiole]

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium iodate; iodine; sulfuric acid / acetic acid / 3 h / 75 °C

2.1: cesiumhydroxide monohydrate / N,N-dimethyl-formamide; methanol / 0.5 h / 20 °C / Inert atmosphere

2.2: 12 h / 20 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide; diisopropylamine / N,N-dimethyl-formamide / 4.5 h / 50 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran; water / 0.5 h / 20 °C / Inert atmosphere

With potassium iodate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesiumhydroxide monohydrate; sulfuric acid; tetrabutyl ammonium fluoride; iodine; diisopropylamine; In tetrahydrofuran; methanol; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1002/chem.201102868