2,5-bis-{2,5-bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-thiophene

Base Information

Chemical Name:2,5-bis-{2,5-bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-thiophene
CAS No.:606098-83-3
Molecular Formula:C₆₆H₁₀₀O₄SSi₂
Molecular Weight:1045.75
Hs Code.:

Synonyms:2,5-bis-{2,5-bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-thiophene

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Chemical Property of 2,5-bis-{2,5-bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-thiophene

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Technology Process of 2,5-bis-{2,5-bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-thiophene

There total 7 articles about 2,5-bis-{2,5-bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-thiophene 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: 89.0%

: 3141-27-3
2,5-dibromothiophen

: 606098-82-2
1,4-bis(hexyloxy)-2-ethynyl-5-(2-triisopropylsilylethynyl)benzene

: 606098-83-3
2,5-bis-{2,5-bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-thiophene

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropylamine; Heating;
DOI:10.1002/anie.200250763

Reference yield:

: 111-25-1
1-bromo-hexane

: 606098-83-3
2,5-bis-{2,5-bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-thiophene

Guidance literature:: Multi-step reaction with 6 steps

1: 56 percent / K₂CO₃ / acetonitrile / Heating

2: 78 percent / I₂; KIO₃; H₂SO₄ / acetic acid / Heating

3: 52 percent / Pd((C₆H₅)3P)4; CuI; piperidine / 20 °C

4: 92 percent / Pd((C₆H₅)3P)4; CuI; piperidine / 20 °C

5: NaOH / methanol; tetrahydrofuran

6: 89 percent / Pd((C₆H₅)3P)4; CuI; di(isopropyl)amine / Heating

With piperidine; potassium iodate; sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; iodine; potassium carbonate; diisopropylamine; In tetrahydrofuran; methanol; acetic acid; acetonitrile; 3: Sonogashira coupling / 4: Sonogashira coupling / 6: Sonogashira coupling;
DOI:10.1002/anie.200250763

Reference yield:

: 67399-93-3
1,4-dihexyloxybenzene

: 606098-83-3
2,5-bis-{2,5-bis-hexyloxy-4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-thiophene

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / I₂; KIO₃; H₂SO₄ / acetic acid / Heating

2: 52 percent / Pd((C₆H₅)3P)4; CuI; piperidine / 20 °C

3: 92 percent / Pd((C₆H₅)3P)4; CuI; piperidine / 20 °C

4: NaOH / methanol; tetrahydrofuran

5: 89 percent / Pd((C₆H₅)3P)4; CuI; di(isopropyl)amine / Heating

With piperidine; potassium iodate; sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; iodine; diisopropylamine; In tetrahydrofuran; methanol; acetic acid; 2: Sonogashira coupling / 3: Sonogashira coupling / 5: Sonogashira coupling;
DOI:10.1002/anie.200250763