S,S'-(5-((4-ethynyl-2,5-bis(octyloxy)phenyl)ethynyl)-1,3-phenylene)bis(methylene)diethanethioate

Base Information

Chemical Name:S,S'-(5-((4-ethynyl-2,5-bis(octyloxy)phenyl)ethynyl)-1,3-phenylene)bis(methylene)diethanethioate
CAS No.:1268160-37-7
Molecular Formula:C₃₈H₅₀O₄S₂
Molecular Weight:634.945
Hs Code.:

Synonyms:S,S'-(5-((4-ethynyl-2,5-bis(octyloxy)phenyl)ethynyl)-1,3-phenylene)bis(methylene)diethanethioate

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Chemical Property of S,S'-(5-((4-ethynyl-2,5-bis(octyloxy)phenyl)ethynyl)-1,3-phenylene)bis(methylene)diethanethioate

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Technology Process of S,S'-(5-((4-ethynyl-2,5-bis(octyloxy)phenyl)ethynyl)-1,3-phenylene)bis(methylene)diethanethioate

There total 6 articles about S,S'-(5-((4-ethynyl-2,5-bis(octyloxy)phenyl)ethynyl)-1,3-phenylene)bis(methylene)diethanethioate 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: 81.0%

: 1268160-36-6
S,S'-(5-((2,5-bis(octyloxy)-4-(trimethylsilylethynyl)phenyl)ethynyl)-1,3-phenylene)bis(methylene)diethanethioate

: 1268160-37-7
S,S'-(5-((4-ethynyl-2,5-bis(octyloxy)phenyl)ethynyl)-1,3-phenylene)bis(methylene)diethanethioate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -20 - 20 ℃; for 1h; Inert atmosphere;
DOI:10.1002/ejoc.201001049

Reference yield:

: 1268160-01-5
S,S'-(5-bromo-1,3-phenylene)bis(methylene)diethanethioate

: 1268160-37-7
S,S'-(5-((4-ethynyl-2,5-bis(octyloxy)phenyl)ethynyl)-1,3-phenylene)bis(methylene)diethanethioate

Guidance literature:: Multi-step reaction with 5 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

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

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / -20 - 20 °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 / 4: Cassar-Heck-Sonogashira reaction;
DOI:10.1002/ejoc.201001049

Reference yield:

: 1268160-35-5
S,S'-(5-((4-iodo-2,5-bis(octyloxy)phenyl)ethynyl)-1,3-phenylene)bis(methylene)diethanethioate

: 1268160-37-7
S,S'-(5-((4-ethynyl-2,5-bis(octyloxy)phenyl)ethynyl)-1,3-phenylene)bis(methylene)diethanethioate

Guidance literature:: Multi-step reaction with 2 steps

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

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

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; 1: Cassar-Heck-Sonogashira reaction;
DOI:10.1002/ejoc.201001049