S,S',S'',S'''-[5,5'-(perfluoro-1,4-phenylene)bis(ethyne-2,1-diyl)bis-(benzene-5,3,1-triyl)]tetrakis(methylene)tetraethanethioate

Base Information

• Chemical Name: S,S',S'',S'''-[5,5'-(perfluoro-1,4-phenylene)bis(ethyne-2,1-diyl)bis-(benzene-5,3,1-triyl)]tetrakis(methylene)tetraethanethioate
• CAS No.: 1268160-25-3
• Molecular Formula: C₃₄H₂₆F₄O₄S₄
• Molecular Weight: 702.836
• Mol file: 1268160-25-3.mol

Synonyms:

Chemical Property of S,S',S'',S'''-[5,5'-(perfluoro-1,4-phenylene)bis(ethyne-2,1-diyl)bis-(benzene-5,3,1-triyl)]tetrakis(methylene)tetraethanethioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S,S',S'',S'''-[5,5'-(perfluoro-1,4-phenylene)bis(ethyne-2,1-diyl)bis-(benzene-5,3,1-triyl)]tetrakis(methylene)tetraethanethioate

There total 4 articles about S,S',S'',S'''-[5,5'-(perfluoro-1,4-phenylene)bis(ethyne-2,1-diyl)bis-(benzene-5,3,1-triyl)]tetrakis(methylene)tetraethanethioate 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: 66.0%

1,4-diiodo-2,3,5,6-tetrafluorobenzene (392-57-4) + S,S'-(5-ethynyl-1,3-phenylene)bis(methylene)diethanethioate (1268159-99-4) → S,S',S'',S'''-[5,5'-(perfluoro-1,4-phenylene)bis(ethyne-2,1-diyl)bis-(benzene-5,3,1-triyl)]tetrakis(methylene)tetraethanethioate (1268160-25-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 60 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201001049

Reference yield:

S,S'-(5-(trimethylsilylethynyl)-1,3-phenylene)bis(methylene)diethanethioate (1268160-02-6) → S,S',S'',S'''-[5,5'-(perfluoro-1,4-phenylene)bis(ethyne-2,1-diyl)bis-(benzene-5,3,1-triyl)]tetrakis(methylene)tetraethanethioate (1268160-25-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / -20 - 20 °C / Inert atmosphere

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 60 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; 2: Cassar-Heck-Sonogashira reaction;

DOI:10.1002/ejoc.201001049

Reference yield:

S,S'-(5-bromo-1,3-phenylene)bis(methylene)diethanethioate (1268160-01-5) → S,S',S'',S'''-[5,5'-(perfluoro-1,4-phenylene)bis(ethyne-2,1-diyl)bis-(benzene-5,3,1-triyl)]tetrakis(methylene)tetraethanethioate (1268160-25-3)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 3 h / 60 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / -20 - 20 °C / Inert atmosphere

3: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 60 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; 1: Cassar-Heck-Sonogashira reaction / 3: Cassar-Heck-Sonogashira reaction;

DOI:10.1002/ejoc.201001049

upstream raw materials:

S,S'-(5-(trimethylsilylethynyl)-1,3-phenylene)bis(methylene)diethanethioate

1,4-diiodo-2,3,5,6-tetrafluorobenzene

S,S'-(5-ethynyl-1,3-phenylene)bis(methylene)diethanethioate

S,S'-(5-bromo-1,3-phenylene)bis(methylene)diethanethioate