1-(5-chloro-2-methyl-3-thienyl)-2-(2-methyl-5-phenylethynyl-3-thienyl)perfluorocyclopentene

Base Information

• Chemical Name: 1-(5-chloro-2-methyl-3-thienyl)-2-(2-methyl-5-phenylethynyl-3-thienyl)perfluorocyclopentene
• CAS No.: 1263305-98-1
• Molecular Formula: C₂₃H₁₃ClF₆S₂
• Molecular Weight: 502.932
• Mol file: 1263305-98-1.mol

Synonyms:1-(5-chloro-2-methyl-3-thienyl)-2-(2-methyl-5-phenylethynyl-3-thienyl)perfluorocyclopentene

Chemical Property of 1-(5-chloro-2-methyl-3-thienyl)-2-(2-methyl-5-phenylethynyl-3-thienyl)perfluorocyclopentene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(5-chloro-2-methyl-3-thienyl)-2-(2-methyl-5-phenylethynyl-3-thienyl)perfluorocyclopentene

There total 6 articles about 1-(5-chloro-2-methyl-3-thienyl)-2-(2-methyl-5-phenylethynyl-3-thienyl)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: 51.0%

3-iodo-2-methyl-5-(phenylethynyl)thiophene (1263305-87-8) + (5-chloro-2-methyl-3-thienyl)perfluorocyclopentene (499204-88-5) → 1-(5-chloro-2-methyl-3-thienyl)-2-(2-methyl-5-phenylethynyl-3-thienyl)perfluorocyclopentene (1263305-98-1)

Guidance literature:

3-iodo-2-methyl-5-(phenylethynyl)thiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -80 ℃; for 1h; Inert atmosphere;

(5-chloro-2-methyl-3-thienyl)perfluorocyclopentene; In tetrahydrofuran; hexane; at -80 - 20 ℃; for 17h;

DOI:10.1016/j.dyepig.2010.03.018

Reference yield:

2-Methylthiophene (554-14-3) → 1-(5-chloro-2-methyl-3-thienyl)-2-(2-methyl-5-phenylethynyl-3-thienyl)perfluorocyclopentene (1263305-98-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: iodine; iodic acid; acetic acid / chloroform; water / 24 h / Reflux

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diisopropylamine / diethyl ether / 19 h / 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -80 °C / Inert atmosphere

3.2: 17 h / -80 - 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; iodine; iodic acid; acetic acid; diisopropylamine; In tetrahydrofuran; diethyl ether; hexane; chloroform; water; 2.1: Sonogashira coupling;

DOI:10.1016/j.dyepig.2010.03.018

Reference yield:

3-bromo-5-chloro-2-methylthiophene (61074-71-3) → 1-(5-chloro-2-methyl-3-thienyl)-2-(2-methyl-5-phenylethynyl-3-thienyl)perfluorocyclopentene (1263305-98-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / diethyl ether; hexane / 0.25 h / -80 °C / Inert atmosphere

1.2: 4 h / -80 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -80 °C / Inert atmosphere

2.2: 17 h / -80 - 20 °C

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

DOI:10.1016/j.dyepig.2010.03.018

upstream raw materials:

2-Methylthiophene

2,4-diiodo-5-methylthiophene

3-iodo-2-methyl-5-(phenylethynyl)thiophene

(5-chloro-2-methyl-3-thienyl)perfluorocyclopentene

Downstream raw materials:

1-(5-formyl-2-methyl-3-thienyl)-2-(2-methyl-5-phenylethynyl-3-thienyl)perfluorocyclopentene