ACETOXY-TMS-ETHYNYLBENZEN

Base Information

• Chemical Name: ACETOXY-TMS-ETHYNYLBENZEN
• CAS No.: 165825-13-8
• Molecular Formula: C13H16O2Si
• Molecular Weight: 232.354
• Mol file: 165825-13-8.mol

Synonyms:ACETOXY-TMS-ETHYNYLBENZEN;4-(2-(trimethylsilyl)ethynyl)phenyl acetate

Chemical Property of ACETOXY-TMS-ETHYNYLBENZEN

Chemical Property:

• PSA: 26.30000
• LogP: 2.84080

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ACETOXY-TMS-ETHYNYLBENZEN

There total 4 articles about ACETOXY-TMS-ETHYNYLBENZEN 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: 100.0%

4-acetoxyiodobenzene (33527-94-5) + trimethylsilylacetylene (1066-54-2) → 4-((2-trimethylsilyl)ethynyl)phenyl acetate (165825-13-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine;

DOI:10.1039/c5cp01661d

Reference yield: 95.0%

C14H16O4Si → 4-((2-trimethylsilyl)ethynyl)phenyl acetate (165825-13-8)

Guidance literature:

With copper(l) chloride; tricyclohexylphosphine; In N,N-dimethyl-formamide; at 80 ℃; for 6h;

DOI:10.1021/acs.organomet.0c00433

Reference yield:

p-Iodophenol (540-38-5) → 4-((2-trimethylsilyl)ethynyl)phenyl acetate (165825-13-8)

Guidance literature:

Multi-step reaction with 2 steps

1: iodine / 0.17 h / Microwave irradiation

2: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tert-butylamine / toluene / 24 h / 40 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; iodine; tert-butylamine; In toluene; 2: |Sonogashira Cross-Coupling;

DOI:10.1039/c3ob41771a

upstream raw materials:

4-acetoxyiodobenzene

trimethylsilylacetylene

p-Iodophenol

Downstream raw materials:

para-acetoxyphenylacetylene

(Z)-7-{(1S,2R,3R,4R)-3-[2-(4-Acetoxy-phenyl)-1H-indole-6-sulfonylamino]-bicyclo[2.2.1]hept-2-yl}-hept-5-enoic acid methyl ester

(Z)-7-{(1S,2R,3R,4R)-3-[4-(4-Acetoxy-phenylethynyl)-3-nitro-benzenesulfonylamino]-bicyclo[2.2.1]hept-2-yl}-hept-5-enoic acid methyl ester

4-(2-(trimethylsilyl)ethynyl)phenol