2,8,9-Trioxa-5-aza-1-silabicyclo(3.3.3)undecane, 1-(4-((trimethylsilyl)ethynyl)phenyl)-

Base Information

• Chemical Name: 2,8,9-Trioxa-5-aza-1-silabicyclo(3.3.3)undecane, 1-(4-((trimethylsilyl)ethynyl)phenyl)-
• CAS No.: 128023-26-7
• Molecular Formula: C17H25 N O3 Si2
• Molecular Weight: 347.561
• DSSTox Substance ID: DTXSID40155780
• Wikidata: Q83023765
• Mol file: 128023-26-7.mol

Synonyms:2,8,9-Trioxa-5-aza-1-silabicyclo(3.3.3)undecane, 1-(4-((trimethylsilyl)ethynyl)phenyl)-;128023-26-7;1-(4-((Trimethylsilyl)ethynyl)phenyl)-2,8,9-trioxa-5-aza-1-silabicyclo(3.3.3)undecane;C17H25NO3Si2;DTXSID40155780;C17-H25-N-O3-Si2;LS-157548

Chemical Property of 2,8,9-Trioxa-5-aza-1-silabicyclo(3.3.3)undecane, 1-(4-((trimethylsilyl)ethynyl)phenyl)-

Chemical Property:

• Vapor Pressure: 2.69E-05mmHg at 25°C
• Boiling Point: 357.6°Cat760mmHg
• Flash Point: 170.1°C
• Density: 1.11g/cm³
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 347.13729673
• Heavy Atom Count: 23
• Complexity: 445

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C#CC1=CC=C(C=C1)[Si]23OCCN(CCO2)CCO3

Technology Process of 2,8,9-Trioxa-5-aza-1-silabicyclo(3.3.3)undecane, 1-(4-((trimethylsilyl)ethynyl)phenyl)-

There total 2 articles about 2,8,9-Trioxa-5-aza-1-silabicyclo(3.3.3)undecane, 1-(4-((trimethylsilyl)ethynyl)phenyl)- 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: 44.0%

5-(4-bromophenyl)silatrane (86806-91-9) + trimethylsilylacetylene (1066-54-2) → 1-(4-((trimethylsilyl)ethynyl)phenyl)silatrane (128023-26-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 80 ℃; for 23h; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.12.082

Reference yield:

4-bromo-1-(trimethoxysilyl)benzene (17043-05-9) → 1-(4-((trimethylsilyl)ethynyl)phenyl)silatrane (128023-26-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / toluene / 2 h / 100 °C / Inert atmosphere

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; triphenylphosphine; triethylamine / N,N-dimethyl-formamide / 23 h / 80 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(l) iodide; triethylamine; triphenylphosphine; sodium hydroxide; In N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.tetlet.2013.12.082

Reference yield: 88.0%

1-(4-((trimethylsilyl)ethynyl)phenyl)silatrane (128023-26-7) → 5-(4-ethynylphenyl)silatrane (128023-24-5)

Guidance literature:

With potassium carbonate; In methanol; dichloromethane; for 13h; Sonication; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.12.082

upstream raw materials:

4-bromo-1-(trimethoxysilyl)benzene

5-(4-bromophenyl)silatrane

trimethylsilylacetylene

Downstream raw materials:

5-(4-ethynylphenyl)silatrane