1,1,2,2-Tetraphenyldisilane

Base Information

• Chemical Name: 1,1,2,2-Tetraphenyldisilane
• CAS No.: 16343-18-3
• Molecular Formula: C24H22 Si2
• Molecular Weight: 366.61
• Hs Code.: 2931900090
• European Community (EC) Number: 677-587-0
• DSSTox Substance ID: DTXSID80403893
• Nikkaji Number: J3.420.845J
• Mol file: 16343-18-3.mol

Synonyms:1,1,2,2-Tetraphenyldisilane;16343-18-3;diphenylsilylidene(diphenyl)silane;1,1,2,2,Tetraphenyldisilane;Disilane, 1,1,2,2-tetraphenyl-;TPDS;ACMC-1CCS8;1,1,2,2-Tetraphenyldisilene;DTXSID80403893;MFCD00093170;AKOS015840416;AS-60190;FT-0637355;T1896;J-010044

Chemical Property of 1,1,2,2-Tetraphenyldisilane

Chemical Property:

• Vapor Pressure: 1.38E-07mmHg at 25°C
• Melting Point: 80 °C
• Boiling Point: 441.7°C at 760 mmHg
• Flash Point: 228.7°C
• PSA: 0.00000
• LogP: 2.14780
• Solubility.: soluble in chloroform and most organic solvents, less soluble in ethanol.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 364.11035371
• Heavy Atom Count: 26
• Complexity: 363

Purity/Quality:

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

1,1,2,2-Tetraphenyldisilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: R36/37/38:
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)[Si](=[Si](C2=CC=CC=C2)C3=CC=CC=C3)C4=CC=CC=C4
• Physical properties: mp 79–80 °C
• Uses: 1,1,2,2-tetraphenyldisilane (TPDS) is more effective than pentamethyldisilane, since one phenyl group on the Si–H group probably reduces by 2 kcal/mol the Si–H bond dissociation energy. TPDS is used for radical reduction, intramolecular and intermolecular carbon–carbon bond formation, 1,2-elimination, etc., of halides, chalcogenides, and xanthates.

Technology Process of 1,1,2,2-Tetraphenyldisilane

There total 13 articles about 1,1,2,2-Tetraphenyldisilane 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: 92.0%

diphenylsilane (775-12-2) → 1,1,2,2-tetraphenyldisilane (16343-18-3)

Guidance literature:

[Rh(i-Pr₃P)2]OTf; In ⁽²⁾H₈-toluene; at 0 ℃; for 24h;

DOI:10.1002/chem.200400568

Reference yield: 70.0%

diphenylsilyl chloride (1631-83-0) → 1,1,2,2-tetraphenyldisilane (16343-18-3)

Guidance literature:

With titanium tetrachloride; zinc; In tetrahydrofuran; for 24h; Heating;

DOI:10.1016/j.jorganchem.2007.04.008

Reference yield: 29.0%

diphenylsilyl chloride (1631-83-0) → 1,1,2,2-tetraphenyldisilane (16343-18-3) + diphenylsilane (775-12-2) + 1,1,2,2,3,3-hexaphenyltrisilane (18816-18-7)

Guidance literature:

With Mg-anode; stainless steel cathode; In tetrahydrofuran; for 240h; Electrolysis;

DOI:10.1016/j.jorganchem.2005.08.016

upstream raw materials:

diphenylsilyl chloride

diphenylsilane

phenylmagnesium bromide

phenylsilane

Downstream raw materials:

(4-methoxyphenyl)(phenyl)methylsilane

methoxybenzene

diphenylsilane

HSiPh₃

Refernces

• 1、 Gudnason, Palmar I.,Arnason, Ingvar. "First synthesis of the three isomeric parent disilacyclohexanes. An improved preparation of methylene di-grignard". . p. 2015 - 2017. Retrieved 2009.
• 2、 Kimata, Yoshinori,Suzuki, Hiroshi,Satoh, Shin,Kuriyama, Akira. "Synthesis of Oligosilanes by Electrolysis of Hydrosilanes". . p. 1163 - 1164. Retrieved 1994.
• 3、 Mucha, Neil T.,Waterman, Rory. "Iridium Pincer Catalysts for Silane Dehydrocoupling: Ligand Effects on Selectivity and Activity". . p. 3865 - 3872. Retrieved 2015.
• 4、 Kim, Yong-Joo,Jeon, Hyung-Tak,Lee, Kyung-Eun,Lee, Soon W.. "Reactivity of the bis(silyl) palladium(II) complex toward organic isothiocyanates". experimental part. p. 2258 - 2263. Retrieved 2010/09/08.