Trimethyl(p-tolylethynyl)silane

Base Information

• Chemical Name: Trimethyl(p-tolylethynyl)silane
• CAS No.: 4186-14-5
• Molecular Formula: C12H16Si
• Molecular Weight: 188.345
• DSSTox Substance ID: DTXSID80459037
• Nikkaji Number: J559.020E
• Wikidata: Q82282638
• Mol file: 4186-14-5.mol

Synonyms:Trimethyl(p-tolylethynyl)silane;4186-14-5;Trimethyl-p-tolylethynyl-silane;Trimethyl-[2-(4-methylphenyl)ethynyl]silane;DTXSID80459037;VVSGXXKXTBXBAQ-UHFFFAOYSA-N;MFCD22687753

Chemical Property of Trimethyl(p-tolylethynyl)silane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 188.102127045
• Heavy Atom Count: 13
• Complexity: 215

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C#C[Si](C)(C)C

Technology Process of Trimethyl(p-tolylethynyl)silane

There total 29 articles about Trimethyl(p-tolylethynyl)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%

4-tolyl iodide (624-31-7) + trimethylsilylacetylene (1066-54-2) → 1-(2-(trimethylsilyl)ethynyl)toluene (4186-14-5)

Guidance literature:

With piperidine; bis-triphenylphosphine-palladium(II) chloride; at 70 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2003.09.159

Reference yield: 99.0%

chloro-trimethyl-silane (75-77-4) + 4-n-methylphenylacetylene (766-97-2) → 1-(2-(trimethylsilyl)ethynyl)toluene (4186-14-5)

Guidance literature:

With diethylzinc; In hexane; acetonitrile; at 80 ℃; for 20h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tetlet.2019.05.017

Reference yield: 97.0%

(trifluoromethyl)trimethylsilane (81290-20-2) + 4-n-methylphenylacetylene (766-97-2) → 1-(2-(trimethylsilyl)ethynyl)toluene (4186-14-5)

Guidance literature:

With sodium hydride; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; In neat (no solvent); at 31 - 33 ℃; for 0.166667h;

DOI:10.1039/c4ra08727e

upstream raw materials:

chloro-trimethyl-silane

(Z)-1-[2-bromovinyl]-4-methylbenzene

4-tolyl iodide

((trimethylsilyl)ethynyl)zinc(II) chloride

Downstream raw materials:

(E)-β-iodo-Sb-(trimethylsilyl)-p-methylstyrene

4-n-methylphenylacetylene

4-(phenylethynyl)toluene

1,2-bis(4-methylphenyl)acetylene