Thioacetic acid S-[4-(3-dodecyl-4-ethynyl-phenylethynyl)-phenyl] ester

Base Information

• Chemical Name: Thioacetic acid S-[4-(3-dodecyl-4-ethynyl-phenylethynyl)-phenyl] ester
• CAS No.: 187870-86-6
• Molecular Formula: C₃₀H₃₆OS
• Molecular Weight: 444.681
• Mol file: 187870-86-6.mol

Synonyms:Thioacetic acid S-[4-(3-dodecyl-4-ethynyl-phenylethynyl)-phenyl] ester

Chemical Property of Thioacetic acid S-[4-(3-dodecyl-4-ethynyl-phenylethynyl)-phenyl] ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Thioacetic acid S-[4-(3-dodecyl-4-ethynyl-phenylethynyl)-phenyl] ester

There total 11 articles about Thioacetic acid S-[4-(3-dodecyl-4-ethynyl-phenylethynyl)-phenyl] ester 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%

Thioacetic acid S-[4-(3-dodecyl-4-trimethylsilanylethynyl-phenylethynyl)-phenyl] ester (187870-69-5) → Thioacetic acid S-[4-(3-dodecyl-4-ethynyl-phenylethynyl)-phenyl] ester (187870-86-6)

Guidance literature:

With hydrogen fluoride; tetrabutyl ammonium fluoride; In tetrahydrofuran; pyridine; for 0.333333h; Ambient temperature;

DOI:10.1021/jo962336q

Reference yield:

1-dodecyne (765-03-7) → Thioacetic acid S-[4-(3-dodecyl-4-ethynyl-phenylethynyl)-phenyl] ester (187870-86-6)

Guidance literature:

Multi-step reaction with 10 steps

1: 99 percent / Pd(dba)2, Ph₃P, CuI, i-Pr₂NH / tetrahydrofuran / Ambient temperature

2: 97 percent / H₂ / Pd/C / ethanol / 5 h / 65 °C / 3361.5 Torr

3: 99 percent / 1 M NaOH / tetrahydrofuran / Heating

4: AlCl₃ / CS₂; chlorobenzene / Heating

5: 3 M KOH

6: 1.) t-BuONO, BF₃-Et₂O, 2.) K₂CO₃ / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) 2 h

8: 94 percent / MeI / 120 °C

9: 89 percent / Cl₂Pd(Ph₃P)2, Ph₃P, CuI, Et₃N / 48 h

10: 81 percent / conc. HF, TBAF / tetrahydrofuran; pyridine / 0.33 h / Ambient temperature

With bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; sodium hydroxide; copper(l) iodide; aluminium trichloride; tert.-butylnitrite; boron trifluoride diethyl etherate; hydrogen fluoride; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; triethylamine; diisopropylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; methyl iodide; palladium on activated charcoal; In tetrahydrofuran; pyridine; carbon disulfide; ethanol; chlorobenzene;

DOI:10.1021/jo962336q

Reference yield:

m-iodonitrobenzene (645-00-1) → Thioacetic acid S-[4-(3-dodecyl-4-ethynyl-phenylethynyl)-phenyl] ester (187870-86-6)

Guidance literature:

Multi-step reaction with 10 steps

1: 99 percent / Pd(dba)2, Ph₃P, CuI, i-Pr₂NH / tetrahydrofuran / Ambient temperature

2: 97 percent / H₂ / Pd/C / ethanol / 5 h / 65 °C / 3361.5 Torr

3: 99 percent / 1 M NaOH / tetrahydrofuran / Heating

4: AlCl₃ / CS₂; chlorobenzene / Heating

5: 3 M KOH

6: 1.) t-BuONO, BF₃-Et₂O, 2.) K₂CO₃ / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) 2 h

8: 94 percent / MeI / 120 °C

9: 89 percent / Cl₂Pd(Ph₃P)2, Ph₃P, CuI, Et₃N / 48 h

10: 81 percent / conc. HF, TBAF / tetrahydrofuran; pyridine / 0.33 h / Ambient temperature

With bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; sodium hydroxide; copper(l) iodide; aluminium trichloride; tert.-butylnitrite; boron trifluoride diethyl etherate; hydrogen fluoride; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; triethylamine; diisopropylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; methyl iodide; palladium on activated charcoal; In tetrahydrofuran; pyridine; carbon disulfide; ethanol; chlorobenzene;

DOI:10.1021/jo962336q

upstream raw materials:

Thioacetic acid S-[4-(3-dodecyl-4-trimethylsilanylethynyl-phenylethynyl)-phenyl] ester

m-iodonitrobenzene

1-dodecyne

3-dodecylaniline