1,2-Bis(2-methyl-5-p-methoxy-phenyl-3-thienyl)perfluorocyclopentene

Base Information

• Chemical Name: 1,2-Bis(2-methyl-5-p-methoxy-phenyl-3-thienyl)perfluorocyclopentene
• CAS No.: 156686-76-9
• Molecular Formula: C₂₉H₂₂F₆O₂S₂
• Molecular Weight: 580.615
• DSSTox Substance ID: DTXSID601348443
• Nikkaji Number: J1.160.715B
• Mol file: 156686-76-9.mol

Synonyms:1,2-bis(2-methyl-5-p-methoxy-phenyl-3-thienyl)perfluorocyclopentene;156686-76-9;SCHEMBL2990966;VPJFFJNDMVITKY-UHFFFAOYSA-N;DTXSID601348443;1,2-bis(2-methyl-5-p-methoxyphenyl-3-thienyl)perfluorocyclopentene

Chemical Property of 1,2-Bis(2-methyl-5-p-methoxy-phenyl-3-thienyl)perfluorocyclopentene

Chemical Property:

• XLogP3: 8.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 6
• Exact Mass: 580.09654126
• Heavy Atom Count: 39
• Complexity: 844

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C=C(S1)C2=CC=C(C=C2)OC)C3=C(C(C(C3(F)F)(F)F)(F)F)C4=C(SC(=C4)C5=CC=C(C=C5)OC)C

Technology Process of 1,2-Bis(2-methyl-5-p-methoxy-phenyl-3-thienyl)perfluorocyclopentene

There total 13 articles about 1,2-Bis(2-methyl-5-p-methoxy-phenyl-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: 90.0%

octaperfluorocyclopentene (559-40-0) + 3-bromo-5-(4-methoxyphenyl)-2-methylthiophene (156686-75-8) → 1,2-Bis-<5'-(4''-methoxyphenyl)-2'-methylthien-3'-yl>perfluorocyclopentene (156686-76-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; 1.) -78 deg C, 45 min; 2.) -78 deg C, 2 h;

Reference yield: 72.0%

para-iodoanisole (696-62-8) + 3,3’-(perfluorocyclopent-1-ene-1,2-diyl)bis(2-methylthiophene) (159590-08-6) → 1,2-Bis-<5'-(4''-methoxyphenyl)-2'-methylthien-3'-yl>perfluorocyclopentene (156686-76-9)

Guidance literature:

With [2,2]bipyridinyl; silver carbonate; palladium dichloride; In m-xylene; at 120 ℃; for 13h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ol2026069

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:

octaperfluorocyclopentene

3-bromo-5-(4-methoxyphenyl)-2-methylthiophene

1-bromo-4-methoxy-benzene

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

Downstream raw materials:

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

1,2-bis-(5-[4-(2-{2-[2-(2-{2-hydrazidocarbomethoxy}ethoxy)-ethoxy]-ethoxy}-ethoxy)-phenyl]-2-methyl-thiophene-3-yl)-perfluorocyclopentene