TETRAPHENYLSILANE

Base Information

• Chemical Name: TETRAPHENYLSILANE
• CAS No.: 1048-08-4
• Molecular Formula: C24H20Si
• Molecular Weight: 336.508
• Hs Code.: 29319090
• European Community (EC) Number: 213-881-3
• NSC Number: 33014
• UNII: 9XSD5J49CO
• DSSTox Substance ID: DTXSID2061430
• Nikkaji Number: J121.112I
• Wikidata: Q18413372
• Mol file: 1048-08-4.mol

Synonyms:Silane,tetraphenyl- (6CI,8CI,9CI);NSC 33014;Tetraphenylsilane;Tetraphenylsilicon;

Chemical Property of TETRAPHENYLSILANE

Chemical Property:

• Appearance/Colour: crystal
• Vapor Pressure: 3.4E-07mmHg at 25°C
• Melting Point: 236 °C
• Refractive Index: 1.637
• Boiling Point: 429.9 °C at 760 mmHg
• Flash Point: 200.4 °C
• PSA: 0.00000
• Density: 1.1 g/cm³
• LogP: 3.06400
• Water Solubility.: Insoluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 336.133427172
• Heavy Atom Count: 25
• Complexity: 301

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tetraphenylsilane ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[Si](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4
• Uses: Heat-transfer medium, polymers.

Technology Process of TETRAPHENYLSILANE

There total 91 articles about TETRAPHENYLSILANE 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: 90.0%

phenyllithium (591-51-5) + HSiPh3 (789-25-3) → tetraphenylsilane (1048-08-4)

Guidance literature:

In not given; byproducts: LiH;

DOI:10.1021/ja01180a051

Reference yield: 75.0%

tetrachlorosilane (10026-04-7,53609-55-5) → tetraphenylsilane (1048-08-4)

Guidance literature:

With C₆H₅Br; Mg; In diethyl ether; dropwise addn. of SiCl4 and C6H5Br in ether to Mg filings activated with iodine;;

Reference yield: 62.6%

phenylmagnesium chloride → tetraphenylsilane (1048-08-4) + HSiPh3 (789-25-3)

Guidance literature:

With trichlorosilane; In tetrahydrofuran; at 100 ℃; for 1h;

upstream raw materials:

tetrahydrofuran

diphenyl sulphone

triphenylsilyl-lithium

bromobenzene

Downstream raw materials:

Diphenylsilicium-bis(trifluormethansulfonat)

biphenyl

4-acetyl-benzoic acid

biphenyl-4-acetaldehyde

Refernces

• 1、 Gilman,Melvin. "-". . p. 4050. Retrieved 1949.
• 2、 Sommer,Whitmore. "-". . p. 6647. Retrieved 1955.
• 3、 Gilman,Miles. "-". . p. 326. Retrieved 1958.
• 4、 Benkeser, R. A.,Foster, D. J.. "-". . p. 4200 - 4201. Retrieved 1952.
• 5、 Nagy et al.. "". . p. 17. Retrieved 1969.
• 6、 Nebergall. "-". . p. 4702. Retrieved 1950.
• 7、 Wannagat et al.. "-". . p. 1363,1369, 1371. Retrieved 1962.
• 8、 Furgal, Joseph C.,Laine, Richard M.. "Nucleophilic attack of R-lithium at tetrahedral silicon in alkoxysilanes. An alternate mechanism". . p. 705 - 725. Retrieved 2016.
• 9、 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.
• 10、 Furukawa, Shunsuke,Kobayashi, Junji,Kawashima, Takayuki. "Application of the sila-Friedel-Crafts reaction to the synthesis of π-extended silole derivatives and their properties". experimental part. p. 9329 - 9336. Retrieved 2011/01/07.