2-[(Trimethylsilyl)ethynyl]toluene

Base Information

• Chemical Name: 2-[(Trimethylsilyl)ethynyl]toluene
• CAS No.: 3989-15-9
• Molecular Formula: C12H16Si
• Molecular Weight: 188.345
• European Community (EC) Number: 621-868-2
• DSSTox Substance ID: DTXSID80403555
• Nikkaji Number: J1.171.795K
• Mol file: 3989-15-9.mol

Synonyms:2-[(Trimethylsilyl)ethynyl]toluene;3989-15-9;Trimethyl-[2-(2-methylphenyl)ethynyl]silane;2-TRIMETHYLSILYLETHYNYLTOLUENE;Trimethyl(o-tolylethynyl)silane;2-(Trimethylsilylethynyl)toluene;DTXSID80403555;POJCCZAVVWWXNS-UHFFFAOYSA-N;MFCD03427240;AKOS015889066;trimethyl-(2-methylphenyl)ethynylsilane;trimethyl[(2-methylphenyl)ethynyl]silane;2-[(Trimethylsilyl)ethynyl]toluene, 97%;FT-0718522

Chemical Property of 2-[(Trimethylsilyl)ethynyl]toluene

Chemical Property:

• Vapor Pressure: 0.121mmHg at 25°C
• Refractive Index: n20/D 1.5320(lit.)
• Boiling Point: 226.8 °C at 760 mmHg
• Flash Point: 85 °C
• PSA: 0.00000
• Density: 0.9 g/cm³
• LogP: 3.22390
• Storage Temp.: below 5° C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 188.102127045
• Heavy Atom Count: 13
• Complexity: 223

Purity/Quality:

97% ^*data from raw suppliers

2-[(Trimethylsilyl)ethynyl]toluene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C#C[Si](C)(C)C

Technology Process of 2-[(Trimethylsilyl)ethynyl]toluene

There total 13 articles about 2-[(Trimethylsilyl)ethynyl]toluene 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%

ortho-methylphenyl iodide (615-37-2) + trimethylsilylacetylene (1066-54-2) → trimethyl[(2-methylphenyl)ethynyl]silane (3989-15-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 50 ℃; for 6h; Inert atmosphere;

DOI:10.1021/ol301474g

Reference yield: 97.0%

→ trimethyl[(2-methylphenyl)ethynyl]silane (3989-15-9)

Guidance literature:

DOI:10.1016/S0040-4039(00)87818-1

Reference yield: 91.0%

2-methylphenyl bromide (95-46-5) + trimethylsilylacetylene (1066-54-2) → trimethyl[(2-methylphenyl)ethynyl]silane (3989-15-9)

Guidance literature:

With copper(l) iodide; diisopropylamine; bis(benzonitrile)palladium(II) dichloride; In 1,4-dioxane; at 20 ℃;

DOI:10.1016/j.tet.2008.02.037

upstream raw materials:

2-methylphenyl bromide

((trimethylsilyl)ethynyl)zinc(II) chloride

ortho-methylphenyl iodide

trimethylsilylacetylene

Downstream raw materials:

methyl 3-(2-methylphenyl)-2-propynoate

3-(2-methylphenyl)cyclobuten-1-one

C₁₅H₁₆N₂O₃

C₁₅H₁₆N₂O₃