3,3'-(perfluorocyclopent-1-ene-1,2-diyl)bis{5-[3,5-bis(trifluoromethyl)phenyl]-2-methylthiophene}

Base Information

• Chemical Name: 3,3'-(perfluorocyclopent-1-ene-1,2-diyl)bis{5-[3,5-bis(trifluoromethyl)phenyl]-2-methylthiophene}
• CAS No.: 1193686-20-2
• Molecular Formula: C₃₁H₁₄F₁₈S₂
• Molecular Weight: 792.555
• Mol file: 1193686-20-2.mol

Synonyms:3,3'-(perfluorocyclopent-1-ene-1,2-diyl)bis{5-[3,5-bis(trifluoromethyl)phenyl]-2-methylthiophene}

Chemical Property of 3,3'-(perfluorocyclopent-1-ene-1,2-diyl)bis{5-[3,5-bis(trifluoromethyl)phenyl]-2-methylthiophene}

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,3'-(perfluorocyclopent-1-ene-1,2-diyl)bis{5-[3,5-bis(trifluoromethyl)phenyl]-2-methylthiophene}

There total 5 articles about 3,3'-(perfluorocyclopent-1-ene-1,2-diyl)bis{5-[3,5-bis(trifluoromethyl)phenyl]-2-methylthiophene} 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: 46.0%

3,3'-(perfluorocyclopent-1-ene-1,2-diyl)bis(5-bromo-2-methylthiophene) (159590-16-6) + 3,5-bis-trifluromethylphenylboronic acid (73852-19-4) → 3,3'-(perfluorocyclopent-1-ene-1,2-diyl)bis{5-[3,5-bis(trifluoromethyl)phenyl]-2-methylthiophene} (1193686-20-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In tetrahydrofuran; water; at 20 - 75 ℃; Inert atmosphere;

DOI:10.1002/anie.200902777

Reference yield: 40.0%

1,2-dichloro-3,3,4,4,5,5-hexafluorocyclopentene (706-79-6) + 2-(3,5-bis(trifluoromethyl)phenyl)-4-bromo-5-methylthiophene → 3,3'-(perfluorocyclopent-1-ene-1,2-diyl)bis{5-[3,5-bis(trifluoromethyl)phenyl]-2-methylthiophene} (1193686-20-2)

Guidance literature:

2-(3,5-bis(trifluoromethyl)phenyl)-4-bromo-5-methylthiophene; With bis-triphenylphosphine-palladium(II) chloride; triethylamine; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In toluene; at 110 ℃; for 2h;

1,2-dichloro-3,3,4,4,5,5-hexafluorocyclopentene; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; toluene; at 100 ℃; for 18h;

DOI:10.1039/c5tc00401b

Reference yield: 40.0%

1,2-dichloro-3,3,4,4,5,5-hexafluorocyclopentene (706-79-6) + 2-(3,5-bis(trifluoromethyl)phenyl)-4-bromo-5-methylthiophene + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 3,3'-(perfluorocyclopent-1-ene-1,2-diyl)bis{5-[3,5-bis(trifluoromethyl)phenyl]-2-methylthiophene} (1193686-20-2)

Guidance literature:

2-(3,5-bis(trifluoromethyl)phenyl)-4-bromo-5-methylthiophene; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; With bis-triphenylphosphine-palladium(II) chloride; triethylamine; In toluene; at 120 ℃; for 2h; Inert atmosphere;

1,2-dichloro-3,3,4,4,5,5-hexafluorocyclopentene; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; toluene; at 80 - 100 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ja513027s

upstream raw materials:

3,3'-(perfluorocyclopent-1-ene-1,2-diyl)bis(5-bromo-2-methylthiophene)

3,5-bis-trifluromethylphenylboronic acid

1,2-dichloro-3,3,4,4,5,5-hexafluorocyclopentene

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane