1,2-bis(2-methyl-5-(4-carboxyphenyl)thiophen-3-yl)hexafluorocyclopentene

Base Information

Chemical Name:1,2-bis(2-methyl-5-(4-carboxyphenyl)thiophen-3-yl)hexafluorocyclopentene
CAS No.:243971-25-7
Molecular Formula:C₂₉H₁₈F₆O₄S₂
Molecular Weight:608.582
Hs Code.:

Synonyms:1,2-bis(2-methyl-5-(4-carboxyphenyl)thiophen-3-yl)hexafluorocyclopentene

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Chemical Property of 1,2-bis(2-methyl-5-(4-carboxyphenyl)thiophen-3-yl)hexafluorocyclopentene

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Technology Process of 1,2-bis(2-methyl-5-(4-carboxyphenyl)thiophen-3-yl)hexafluorocyclopentene

There total 6 articles about 1,2-bis(2-methyl-5-(4-carboxyphenyl)thiophen-3-yl)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: 94.0%

: 14047-29-1
4-carboxyphenylboronic acid

: 222730-43-0
1,2-bis(5-chloro-2-methylthien-3-yl)perfluorocyclopent-1-ene

: 243971-25-7
1,2-bis(2-methyl-5-(4-carboxyphenyl)thiophen-3-yl)hexafluorocyclopentene

Guidance literature:: 4-carboxyphenylboronic acid; 1,2-bis(5-chloro-2-methylthien-3-yl)perfluorocyclopent-1-ene; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; water; Inert atmosphere; Reflux;

With hydrogenchloride; In 1,2-dimethoxyethane; water;
DOI:10.1016/j.tetlet.2009.01.102

Reference yield: 76.0%

: 348639-12-3
4,4'-(4,4'-perfluorocyclopent-1-ene-1,2-diyl)bis(5-methylthiophene-4,2-diyl)dibenzaldehyde

: 243971-25-7
1,2-bis(2-methyl-5-(4-carboxyphenyl)thiophen-3-yl)hexafluorocyclopentene

Guidance literature:: With chromium(VI) oxide; sulfuric acid; In acetone; at 20 ℃; for 5h;
DOI:10.1002/chem.200304947

Reference yield:

: 154566-69-5
3-bromo-2-methylthiophene-5-boronic acid

: 243971-25-7
1,2-bis(2-methyl-5-(4-carboxyphenyl)thiophen-3-yl)hexafluorocyclopentene

Guidance literature:: Multi-step reaction with 5 steps

1.1: 13.3 g / aq. Na₂CO₃ / Pd(PPh₃)4 / hexane; tetrahydrofuran / 4.5 h / Heating

2.1: 96 percent / p-toluenesulfonic acid monohydrate / benzene / 7 h / Heating

3.1: nBuLi / hexane; tetrahydrofuran / 1 h / -78 °C

3.2: 76 percent / hexane; tetrahydrofuran / 6 h / -78 °C

4.1: 98 percent / pyridinium tosylate; water / acetone / 16 h / Heating

5.1: 76 percent / aq. CrO₃; H₂SO₄ / acetone / 5 h / 20 °C

With chromium(VI) oxide; n-butyllithium; sulfuric acid; water; pyridinium p-toluenesulfonate; sodium carbonate; toluene-4-sulfonic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; acetone; benzene; 1.1: Suzuki coupling / 5.1: Jones oxidation;
DOI:10.1002/chem.200304947