(P-Tolyl)triethylsilane

Base Information

• Chemical Name: (P-Tolyl)triethylsilane
• CAS No.: 3644-91-5
• Molecular Formula: C13H22Si
• Molecular Weight: 206.403
• Hs Code.: 2931900090
• European Community (EC) Number: 659-685-5
• Nikkaji Number: J1.818.421D
• Mol file: 3644-91-5.mol

Synonyms:Triethyl(p-tolyl)silane;3644-91-5;(P-TOLYL)TRIETHYLSILANE;starbld0006843;AKOS024338443

Chemical Property of (P-Tolyl)triethylsilane

Chemical Property:

• PSA: 0.00000
• LogP: 3.71050
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 206.149077236
• Heavy Atom Count: 14
• Complexity: 144

Purity/Quality:

95% ^*data from raw suppliers

(P-TOLYL)TRIETHYLSILANE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (P-Tolyl)triethylsilane

There total 24 articles about (P-Tolyl)triethylsilane 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: 91.0%

triethylsilane (617-86-7) + 4-tolyl iodide (624-31-7) → (4-methylphenyl)triethylsilane (3644-91-5)

Guidance literature:

With potassium phosphate; rhodium(I)-bis(1,5-cyclooctadiene) tetrafluoroborate; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 96h;

DOI:10.1021/jo8008148

Reference yield: 85.0%

triethyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane (745783-97-5) + 4-methylbenzoyl fluoride (350-42-5) → (4-methylphenyl)triethylsilane (3644-91-5)

Guidance literature:

With copper (II)-fluoride; potassium fluoride; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; triphenylphosphine; In toluene; at 150 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c9cc05325e

Reference yield: 83.0%

triethylsilyl trifluoromethyl sulfonate (79271-56-0) + para-methylphenylmagnesium bromide (4294-57-9) → (4-methylphenyl)triethylsilane (3644-91-5)

Guidance literature:

With silver nitrate; In tetrahydrofuran; at 20 ℃; for 1.5h;

DOI:10.1002/anie.200801949

upstream raw materials:

p-tolyltriethoxysilane

ethyllithium

triethylsilyl chloride

p-tolyllithium

Downstream raw materials:

triethyl(4-ethylphenyl)silane

(4-bromomethylphenyl)triethylsilane

triethyl-(4-methyl-3-nitro-phenyl)-silane

Refernces

• 1、 Jia, Jia,Zeng, Xiaoqin,Liu, Zhengli,Zhao, Liang,He, Chun-Yang,Li, Xiao-Fei,Feng, Zhang. "Iron-Catalyzed Silylation of (Hetero)aryl Chlorides with Et3SiBpin". supporting information. p. 2816 - 2821. Retrieved 2020/03/30.
• 2、 Miura, Hiroki,Masaki, Yosuke,Fukuta, Yohei,Shishido, Tetsuya. "Silylation of Aryl Chlorides by Bimetallic Catalysis of Palladium and Gold on Alloy Nanoparticles". supporting information. p. 2642 - 2650. Retrieved 2020/04/22.