Triethylsilylbutadiyne

Base Information

• Chemical Name: Triethylsilylbutadiyne
• CAS No.: 17047-96-0
• Molecular Formula: C16H30Si2
• Molecular Weight: 278.585
• DSSTox Substance ID: DTXSID10497285
• Wikidata: Q82346710
• Mol file: 17047-96-0.mol

Synonyms:Triethylsilylbutadiyne;17047-96-0;1,4-Di(triethylsilyl)butadiyne;DTXSID10497285;JQIWGJOLBKHIBC-UHFFFAOYSA-N;(Buta-1,3-diyne-1,4-diyl)bis(triethylsilane)

Chemical Property of Triethylsilylbutadiyne

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 9
• Exact Mass: 278.18860403
• Heavy Atom Count: 18
• Complexity: 306

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC[Si](CC)(CC)C#CC#C[Si](CC)(CC)CC

Technology Process of Triethylsilylbutadiyne

There total 2 articles about Triethylsilylbutadiyne 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: 74.0%

1-butylthio-2-triethylsilylethyne (865605-37-4) → dibutyl disulfide (629-45-8) + 1,4-Bis(triethylsilyl)buta-1,3-diyne (17047-96-0)

Guidance literature:

With P(p-CH₃OC₆H₄)3; rhodium hydrido (PEt₃)3 complex; In acetone; for 2h; Heating;

DOI:10.1016/j.tetlet.2008.01.040

Reference yield: 71.0%

1-cyclohexyltho-2-triethylsilylethyne (1015423-93-4) → 1,4-Bis(triethylsilyl)buta-1,3-diyne (17047-96-0) + 1,2-dicyclohexyl disulfide (2550-40-5)

Guidance literature:

With P(p-CH₃OC₆H₄)3; rhodium hydrido (PEt₃)3 complex; In acetone; for 2h; Heating;

DOI:10.1016/j.tetlet.2008.01.040

Reference yield:

1,4-Bis(triethylsilyl)buta-1,3-diyne (17047-96-0) + ethylbenzene (100-41-4,27536-89-6) → triethyl-[3-(2-ethyl-phenyl)-but-3-en-1-ynyl]-silane + 1-Ethyl-3-{3-triethylsilanyl-1-[1-triethylsilanyl-meth-(Z)-ylidene]-prop-2-ynyl}-benzene + 1-Ethyl-2-{3-triethylsilanyl-1-[1-triethylsilanyl-meth-(Z)-ylidene]-prop-2-ynyl}-benzene + 1-Ethyl-4-{3-triethylsilanyl-1-[1-triethylsilanyl-meth-(Z)-ylidene]-prop-2-ynyl}-benzene

Guidance literature:

With gallium(III) trichloride; In tetrahydrofuran; dichloromethane; at -100 - -90 ℃; Further byproducts. Title compound not separated from byproducts.;

DOI:10.1039/b003215h

upstream raw materials:

1-butylthio-2-triethylsilylethyne

1-cyclohexyltho-2-triethylsilylethyne

Downstream raw materials:

1-Phenyl-2-(trimethylsilyl)acetylene

5-Phenyl-1-triaethylsilyl-hept-5-en-1.3-diin

5-Phenyl-1-triaethylsilyl-hepta-1.3-diin-5-ol

Refernces