1-[2,5-bis(4-formylphenylethynyl)-4-methyl-3-thienyl]-2-[2,4-dimethyl-5-phenyl-3-thienyl]hexafluorocyclopentene

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Chemical Name:1-[2,5-bis(4-formylphenylethynyl)-4-methyl-3-thienyl]-2-[2,4-dimethyl-5-phenyl-3-thienyl]hexafluorocyclopentene
CAS No.:868389-66-6
Molecular Formula:C₄₀H₂₄F₆O₂S₂
Molecular Weight:714.752
Hs Code.:

Synonyms:1-[2,5-bis(4-formylphenylethynyl)-4-methyl-3-thienyl]-2-[2,4-dimethyl-5-phenyl-3-thienyl]hexafluorocyclopentene

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Chemical Property of 1-[2,5-bis(4-formylphenylethynyl)-4-methyl-3-thienyl]-2-[2,4-dimethyl-5-phenyl-3-thienyl]hexafluorocyclopentene

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Technology Process of 1-[2,5-bis(4-formylphenylethynyl)-4-methyl-3-thienyl]-2-[2,4-dimethyl-5-phenyl-3-thienyl]hexafluorocyclopentene

There total 6 articles about 1-[2,5-bis(4-formylphenylethynyl)-4-methyl-3-thienyl]-2-[2,4-dimethyl-5-phenyl-3-thienyl]hexafluorocyclopentene 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: 38.0%

: 870677-95-5
C₂₆H₁₆F₆S₂

: 1122-91-4
4-bromo-benzaldehyde

: 868389-66-6
1-[2,5-bis(4-formylphenylethynyl)-4-methyl-3-thienyl]-2-[2,4-dimethyl-5-phenyl-3-thienyl]hexafluorocyclopentene

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine; at 60 ℃; for 5h;
DOI:10.1021/ja053200p

Reference yield:

: 30318-99-1
3-bromo-4-methylthiophene

: 868389-66-6
1-[2,5-bis(4-formylphenylethynyl)-4-methyl-3-thienyl]-2-[2,4-dimethyl-5-phenyl-3-thienyl]hexafluorocyclopentene

Guidance literature:: Multi-step reaction with 6 steps

1.1: 92 percent / H₅IO₆; I₂; H₂SO₄ / aq. AcOH / 3 h / Heating

2.1: 42 percent / Pd(PPh₃)2Cl₂; Et₃N; CuI / 4 h / 60 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 79 percent / tetrahydrofuran; hexane / -78 - 10 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.2: 76 percent / tetrahydrofuran; hexane / -78 - 10 °C

5.1: 86 percent / aq. KOH / tetrahydrofuran / 0.5 h

6.1: 38 percent / Pd(PPh₃)2Cl₂; diisopropylamine; CuI / 5 h / 60 °C

With bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; copper(l) iodide; n-butyllithium; sulfuric acid; iodine; periodic acid; triethylamine; diisopropylamine; acetic acid; In tetrahydrofuran; hexane; 2.1: Sonogashira coupling / 6.1: Sonogashira coupling;
DOI:10.1021/ja053200p

Reference yield:

: 617689-00-6
3-bromo-2,5-diiodo-4-methylthiophene

: 868389-66-6
1-[2,5-bis(4-formylphenylethynyl)-4-methyl-3-thienyl]-2-[2,4-dimethyl-5-phenyl-3-thienyl]hexafluorocyclopentene

Guidance literature:: Multi-step reaction with 5 steps

1.1: 42 percent / Pd(PPh₃)2Cl₂; Et₃N; CuI / 4 h / 60 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 79 percent / tetrahydrofuran; hexane / -78 - 10 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 76 percent / tetrahydrofuran; hexane / -78 - 10 °C

4.1: 86 percent / aq. KOH / tetrahydrofuran / 0.5 h

5.1: 38 percent / Pd(PPh₃)2Cl₂; diisopropylamine; CuI / 5 h / 60 °C

With bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; copper(l) iodide; n-butyllithium; triethylamine; diisopropylamine; In tetrahydrofuran; hexane; 1.1: Sonogashira coupling / 5.1: Sonogashira coupling;
DOI:10.1021/ja053200p