1,2-bis-[2′-methyl-5′-(4″-cyanophenyl)-3′-thienyl]perfluorocyolopentene

Base Information

• Chemical Name: 1,2-bis-[2′-methyl-5′-(4″-cyanophenyl)-3′-thienyl]perfluorocyolopentene
• CAS No.: 224440-78-2
• Molecular Formula: C₂₉H₁₆F₆N₂S₂
• Molecular Weight: 570.582
• Mol file: 224440-78-2.mol

Synonyms:1,2-bis-[2′-methyl-5′-(4″-cyanophenyl)-3′-thienyl]perfluorocyolopentene

Chemical Property of 1,2-bis-[2′-methyl-5′-(4″-cyanophenyl)-3′-thienyl]perfluorocyolopentene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-bis-[2′-methyl-5′-(4″-cyanophenyl)-3′-thienyl]perfluorocyolopentene

There total 6 articles about 1,2-bis-[2′-methyl-5′-(4″-cyanophenyl)-3′-thienyl]perfluorocyolopentene 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: 23.0%

4-bromobenzenecarbonitrile (623-00-7) + 1,2-bis(5'-dibutoxyboryl-2'-methylthien-3'-yl)perfluorocyclopentene (593260-88-9) → 1,2-bis-[2′-methyl-5′-(4″-cyanophenyl)-3′-thienyl]perfluorocyolopentene (224440-78-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; ethylene glycol; In tetrahydrofuran; hexane; for 2h; Heating;

DOI:10.1002/ejoc.200200719

Reference yield:

octaperfluorocyclopentene (559-40-0) + 3-bromo-5-(4-cyanophenyl )-2-methylthiophene (730985-76-9) → 1,2-bis-[2′-methyl-5′-(4″-cyanophenyl)-3′-thienyl]perfluorocyolopentene (224440-78-2)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/j.ica.2020.119666

Reference yield:

2-Methylthiophene (554-14-3) → 1,2-bis-[2′-methyl-5′-(4″-cyanophenyl)-3′-thienyl]perfluorocyolopentene (224440-78-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide

2.1: n-butyllithium; boric acid tributyl ester / tetrahydrofuran / -78 °C

2.2: Reflux

3.1: n-butyllithium / tetrahydrofuran / -78 °C

With N-Bromosuccinimide; n-butyllithium; boric acid tributyl ester; In tetrahydrofuran;

DOI:10.1016/j.ica.2020.119666

upstream raw materials:

4-bromobenzenecarbonitrile

1,2-bis(5'-dibutoxyboryl-2'-methylthien-3'-yl)perfluorocyclopentene

1,2-bis(5-chloro-2-methylthien-3-yl)perfluorocyclopent-1-ene

octaperfluorocyclopentene