trimethyl((2-(methylthio)phenyl)ethynyl)silane

Base Information

• Chemical Name: trimethyl((2-(methylthio)phenyl)ethynyl)silane
• CAS No.: 415680-02-3
• Molecular Formula: C12H16SSi
• Molecular Weight: 220.411
• Mol file: 415680-02-3.mol

Synonyms:trimethyl((2-(methylthio)phenyl)ethynyl)silane

Chemical Property of trimethyl((2-(methylthio)phenyl)ethynyl)silane

Chemical Property:

• PSA: 25.30000
• LogP: 3.63740

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of trimethyl((2-(methylthio)phenyl)ethynyl)silane

There total 3 articles about trimethyl((2-(methylthio)phenyl)ethynyl)silane 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: 99.0%

2-(methylthio)iodobenzene (33775-94-9) + trimethylsilylacetylene (1066-54-2) → trimethyl{[2-(methylsulfanyl)phenyl]ethynyl}silane (415680-02-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1134/S1070428020070222

Reference yield: 91.0%

trimethyl(prop-1-ynyl)silane (6224-91-5) + 1,2-bis(2-(methylthio)phenyl)ethyne → trimethyl{[2-(methylsulfanyl)phenyl]ethynyl}silane (415680-02-3)

Guidance literature:

With [(Ph₃SiO)₃Mo≡CC₆H₄OMe]; In toluene; at 20 ℃; for 2h; Inert atmosphere; Molecular sieve;

DOI:10.1002/chem.201404166

Reference yield:

2-(Methylthio)aniline (2987-53-3) → trimethyl{[2-(methylsulfanyl)phenyl]ethynyl}silane (415680-02-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid; sodium nitrite / water / 0.5 h / 0 °C

1.2: 2.5 h

2.1: bis-triphenylphosphine-palladium(II) chloride; triethylamine; copper(l) iodide / 4 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sulfuric acid; triethylamine; sodium nitrite; In water; 2.1: |Sonogashira Cross-Coupling;

DOI:10.1021/acs.joc.9b00213

upstream raw materials:

2-(methylthio)iodobenzene

trimethylsilylacetylene

trimethyl(prop-1-ynyl)silane

2-(Methylthio)aniline

Downstream raw materials:

2,3-dibromobenzo[b]thiophene

3-Bromothianaphthene

<(o-methylthio)phenyl>acetylene

3-iodobenzo[b]thiophene