Triethyl(phenyl)silane

Base Information

• Chemical Name: Triethyl(phenyl)silane
• CAS No.: 2987-77-1
• Molecular Formula: C12H20 Si
• Molecular Weight: 192.376
• NSC Number: 96865
• DSSTox Substance ID: DTXSID50294513
• Nikkaji Number: J696.638A
• Wikidata: Q82033865
• Mol file: 2987-77-1.mol

Synonyms:Triethyl(phenyl)silane;2987-77-1;triethylphenylsilane;NSC96865;triethyl-phenyl-silane;Silane, triethylphenyl-;Triethyl(phenyl)silane #;NCIOpen2_001653;DTXSID50294513;CEAWWDXUKYZTJL-UHFFFAOYSA-N;NSC-96865

Chemical Property of Triethyl(phenyl)silane

Chemical Property:

• Vapor Pressure: 0.00555mmHg at 25°C
• Boiling Point: 283°C at 760 mmHg
• Flash Point: 84.5°C
• Density: 0.85g/cm³
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 192.133427172
• Heavy Atom Count: 13
• Complexity: 124

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Triethyl(phenyl)silane

There total 46 articles about Triethyl(phenyl)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: 96.0%

triethylsilane (617-86-7) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → triethylphenylsilane (2987-77-1)

Guidance literature:

With bis(norbornadiene)rhodium(l)tetrafluoroborate; 1,2-bis((2R,5R)-2,5-diisopropylphospholano)ethane; cyclohexene; In neat (no solvent); at 80 ℃; for 20h; Reagent/catalyst; Solvent; regioselective reaction; Inert atmosphere;

DOI:10.1021/acscatal.5b02806

Reference yield: 85.0%

triethylsilane (617-86-7) + iodobenzene (591-50-4) → triethylphenylsilane (2987-77-1) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1)

Guidance literature:

With 1-(2-OPPh₂-propyl)-3-methylimidazolium hexafluorophosphate; caesium carbonate; palladium dichloride; at 80 ℃; for 1h;

DOI:10.1016/j.jorganchem.2010.01.001

Reference yield: 75.0%

triethylsilane (617-86-7) + chlorobenzene (108-90-7) → triethylphenylsilane (2987-77-1) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1)

Guidance literature:

With sodium carbonate; In N,N-dimethyl acetamide; at 100 ℃; for 3h; Reagent/catalyst; Solvent; Temperature; Time; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.202000045

upstream raw materials:

phenylsilane

ethyllithium

triethylsilane

phenyllithium

Downstream raw materials:

triethylsilane

Triethylsilanol

hexaethyldisilane

hexaethyl disiloxane

Refernces

• 1、 Gilman,Massie. "-". . p. 1128. Retrieved 1946.
• 2、 Chatgilialoglu, C.,Ingold, K. U.,Scaiano, J. C.. "Absolute Rate Constants for the Addition of Trimethylsilyl Radicals to Various Unsuturated Compounds". . p. 3292 - 3296. Retrieved 1983.
• 3、 Lee, Hyune-Jea,Kwak, Changmo,Kim, Dong-Pyo,Kim, Heejin. "Continuous-flow Si-H functionalizations of hydrosilanesviasequential organolithium reactions catalyzed by potassiumtert-butoxide". supporting information. p. 1193 - 1199. Retrieved 2021/02/26.
• 4、 Ninomiya, Ryo,Arai, Kenta,Chen, Gong,Morisaki, Kazuhiro,Kawabata, Takeo,Ueda, Yoshihiro. "?-Silicon-effect-promoted intermolecular site-selective C(sp3)-H amination with dirhodium nitrenes". supporting information. p. 5759 - 5762. Retrieved 2020/06/03.