1-(2,4-dimethyl-5-(4-trimethylsilylethylthio-phenyl)-3-thienyl)heptafluorocyclopentene

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Chemical Name:1-(2,4-dimethyl-5-(4-trimethylsilylethylthio-phenyl)-3-thienyl)heptafluorocyclopentene
CAS No.:936824-45-2
Molecular Formula:C₂₂H₂₃F₇S₂Si
Molecular Weight:512.631
Hs Code.:

Synonyms:1-(2,4-dimethyl-5-(4-trimethylsilylethylthio-phenyl)-3-thienyl)heptafluorocyclopentene

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Chemical Property of 1-(2,4-dimethyl-5-(4-trimethylsilylethylthio-phenyl)-3-thienyl)heptafluorocyclopentene

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Technology Process of 1-(2,4-dimethyl-5-(4-trimethylsilylethylthio-phenyl)-3-thienyl)heptafluorocyclopentene

There total 5 articles about 1-(2,4-dimethyl-5-(4-trimethylsilylethylthio-phenyl)-3-thienyl)heptafluorocyclopentene 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: 55.0%

: 936824-44-1
3-bromo-2,4-dimethyl-5-(4-trimethylsilylethylthio-phenyl)thiophene

: 559-40-0
octaperfluorocyclopentene

: 936824-45-2
1-(2,4-dimethyl-5-(4-trimethylsilylethylthio-phenyl)-3-thienyl)heptafluorocyclopentene

Guidance literature:: 3-bromo-2,4-dimethyl-5-(4-trimethylsilylethylthio-phenyl)thiophene; With n-butyllithium; In tetrahydrofuran; at -70 ℃; for 1h;

octaperfluorocyclopentene; In tetrahydrofuran; at -70 - 20 ℃; Further stages.;
DOI:10.1039/b617246f

Reference yield:

: 63862-00-0
2,4-dibromo-3,5-dimethylthiophene

: 936824-45-2
1-(2,4-dimethyl-5-(4-trimethylsilylethylthio-phenyl)-3-thienyl)heptafluorocyclopentene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 50 percent / aq. Na₂CO₃ / Pd(PPh₃)4 / tetrahydrofuran / 80 °C

2.1: sodium t-butylthiolate / dimethylformamide / 6 h / Heating

2.2: 63 percent / aq. hydrochloric acid / tetrahydrofuran / 20 °C

3.1: sodium hydride / dimethylformamide / 1 h / 20 °C

3.2: 83 percent / dimethylformamide / 20 °C

4.1: n-butyllithium / tetrahydrofuran / 1 h / -70 °C

4.2: 55 percent / tetrahydrofuran / -70 - 20 °C

With n-butyllithium; sodium hydride; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1039/b617246f

Reference yield:

: 98546-51-1
(4-thiomethoxyphenyl)boronic acid

: 936824-45-2
1-(2,4-dimethyl-5-(4-trimethylsilylethylthio-phenyl)-3-thienyl)heptafluorocyclopentene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 50 percent / aq. Na₂CO₃ / Pd(PPh₃)4 / tetrahydrofuran / 80 °C

2.1: sodium t-butylthiolate / dimethylformamide / 6 h / Heating

2.2: 63 percent / aq. hydrochloric acid / tetrahydrofuran / 20 °C

3.1: sodium hydride / dimethylformamide / 1 h / 20 °C

3.2: 83 percent / dimethylformamide / 20 °C

4.1: n-butyllithium / tetrahydrofuran / 1 h / -70 °C

4.2: 55 percent / tetrahydrofuran / -70 - 20 °C

With n-butyllithium; sodium hydride; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1039/b617246f