Diphenylsilane

Base Information

• Chemical Name: Diphenylsilane
• CAS No.: 775-12-2
• Molecular Formula: C12H12Si
• Molecular Weight: 184.313
• Hs Code.: 29310095
• European Community (EC) Number: 212-271-4
• NSC Number: 168693,33013
• UNII: JT2G9H7LNZ
• DSSTox Substance ID: DTXSID10883568
• Nikkaji Number: J813.209G
• Mol file: 775-12-2.mol

Synonyms:Diphenylsilane;775-12-2;Silane, diphenyl-;Benzene, 1,1'-silylenebis-;diphenylsilicon;JT2G9H7LNZ;EINECS 212-271-4;NSC 33013;NSC-33013;C12H12Si;NSC33013;Diphenylsilane, 97%;Diphenylsilylene radical;UNII-JT2G9H7LNZ;1,1'-Silylenebis[benzene];C12-H12-Si;DTXSID10883568;TSL-8224;NSC168693;AKOS008901150;FS-5642;NSC-168693;PB47733;AM20041161;CS-0006220;D2406;D2820;FT-0625285;A839121

Chemical Property of Diphenylsilane

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.184mmHg at 25°C
• Melting Point: 79 °C
• Refractive Index: n20/D 1.579(lit.)
• Boiling Point: 218.6 °C at 760 mmHg
• Flash Point: 98.3 °C
• PSA: 0.00000
• Density: 0.993 g/mL at 25 °C
• LogP: 0.80620
• Storage Temp.: Store below +30°C.
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: Decomposes in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 182.055176853
• Heavy Atom Count: 13
• Complexity: 116

Purity/Quality:

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

Diphenylsilane ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Metals -> Metalloid Compounds (Silicon)
• Canonical SMILES: C1=CC=C(C=C1)[Si]C2=CC=CC=C2
• Uses: Thiocarbonyl derivatives of secondary alcohols are readily reduced by diphenylsilane in a radical chain process at room temperature using triethylborane-air as an initiator. An improved radical chain procedure for the deoxygenation of secondary and primary alcohols using diphenylsilane as hydrogen atom donor and triethylborane-air as initiator. Diphenylsilane is a reagent in the invention of radical reactions for deoxygenation of alcohols via their thiocarbonyl derivatives, deamination via isonitriles, and dehalogenation of bromo- and iodo- compounds by radical chain chemistry. Fluorescent film sensor for vapor-phase nitroaromatic explosives via monolayer assembly of oligo(diphenylsilane) on glass plate surfaces. Reductions of carboxylic acid derivatives by silanes in the presence of rhodium complexes were studied. Carboxylic esters were reduced to alcohols by diphenylsilane catalyzed by [RhCl (cod)] 2/4PPh 3 or [RhCl (PPh 3) 3] at room temperature in up to 99% yields. Sequential C- Si bond formations from diphenylsilane and its application to silanediol peptide isostere precursors.

Technology Process of Diphenylsilane

There total 70 articles about Diphenylsilane 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: 83.0%

1,1,2,2-tetraphenyldisilane (16343-18-3) → diphenylsilane (775-12-2) + HSiPh3 (789-25-3)

Guidance literature:

With hydrogen; Wilkinson's catalyst; In benzene-d6;

DOI:10.1021/ja015697i

Reference yield: 77.0%

Dichlorosilane (4109-96-0) → diphenylsilane (775-12-2)

Guidance literature:

With C₆H₅MgBr; In not given;

DOI:10.1021/ja01123a019

Reference yield: 60.0%

phenylmagnesium bromide → diphenylsilane (775-12-2) + HSiPh3 (789-25-3)

Guidance literature:

With H₂Si(O-i-Pr)3^-K⁺; In tetrahydrofuran; for 3h; Ambient temperature;

DOI:10.1016/0022-328X(89)85321-5

upstream raw materials:

diethoxydiphenylsilane

phenylsilane

bromo-phenyl-silane

diphenylsilyl dichloride

Downstream raw materials:

butyldiphenylsilane

5-ethyl-5,10-dihydro-10,10-diphenylphenazasiline

nonyl-diphenyl-silane

dinonyl-diphenyl-silane

Refernces

• 1、 Dioumaev, Vladimir K.,Harrod, John F.. "A systematic analysis of the structure-reactivity trends for some 'cation-like' early transition metal catalysts for dehydropolymerization of silanes". . p. 133 - 143. Retrieved 1996.
• 2、 Tanabe, Makoto,Takahashi, Atsushi,Fukuta, Tomoko,Osakada, Kohtaro. "Nickel-catalyzed cyclopolymerization of hexyl- and phenylsilanes". . p. 1037 - 1043. Retrieved 2013.
• 3、 Cao, Jilei,Lu, Kanghui,Ma, Lishuang,Yang, Xiaona,Zhou, Rong. "Metal-free hydrogen evolution cross-coupling enabled by synergistic photoredox and polarity reversal catalysis". supporting information. p. 8988 - 8994. Retrieved 2021/11/23.
• 4、 -. "CATALYTIC REDUCTION OF HALOGENATED CARBOSILANES AND HALOGENATED CARBODISILANES". Paragraph 0070; 0071. . Retrieved 2021/04/02.