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

Base Information

• Chemical Name: 1,2-bis(5'-dibutoxyboryl-2'-methylthien-3'-yl)perfluorocyclopentene
• CAS No.: 593260-88-9
• Molecular Formula: C₃₁H₄₄B₂F₆O₄S₂
• Molecular Weight: 680.432
• Mol file: 593260-88-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about 1,2-bis(5'-dibutoxyboryl-2'-methylthien-3'-yl)perfluorocyclopentene 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:

2-chloro-5-methylthiophene (17249-82-0) → 1,2-bis(5'-dibutoxyboryl-2'-methylthien-3'-yl)perfluorocyclopentene (593260-88-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: bromine / chloroform / 2 h / 20 °C / Cooling with ice

2.1: n-butyllithium / hexane; diethyl ether / 0.25 h / -78 °C

2.2: 4 h / -78 °C

3.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / 20 °C

3.2: 1 h / 20 °C

With n-butyllithium; bromine; In tetrahydrofuran; diethyl ether; hexane; chloroform;

DOI:10.1039/c3tc30611a

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: 22.0%

1-bromo-4-methoxy-benzene (104-92-7) + 1,2-bis(5'-dibutoxyboryl-2'-methylthien-3'-yl)perfluorocyclopentene (593260-88-9) → 1,2-Bis-<5'-(4''-methoxyphenyl)-2'-methylthien-3'-yl>perfluorocyclopentene (156686-76-9)

Guidance literature:

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

DOI:10.1002/ejoc.200200719

upstream raw materials:

2-chloro-5-methylthiophene

Downstream raw materials:

3-(3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-phenyl(3-thienyl))cyclopent-1-enyl)-2-methyl-5-phenylthiophene

1,2-Bis-<5'-(4''-methoxyphenyl)-2'-methylthien-3'-yl>perfluorocyclopentene

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

4,4'-(4,4'-perfluorocyclopent-1-ene-1,2-diyl)bis(5-methylthiophene-4,2-diyl)dibenzaldehyde