Dichlorodiphenylsilane

Base Information

• Chemical Name: Dichlorodiphenylsilane
• CAS No.: 80-10-4
• Deprecated CAS: 155684-38-1
• Molecular Formula: C12H10Cl2Si
• Molecular Weight: 253.203
• Hs Code.: 29310095
• European Community (EC) Number: 201-251-0
• NSC Number: 77110
• UN Number: 1769
• UNII: 08811ZE689
• DSSTox Substance ID: DTXSID2026494
• Nikkaji Number: J54.323C
• Wikidata: Q27236382
• ChEMBL ID: CHEMBL2144653
• Mol file: 80-10-4.mol

Synonyms:dichlorodiphenylsilane

Chemical Property of Dichlorodiphenylsilane

Chemical Property:

• Appearance/Colour: Colorless transparent liquid
• Vapor Pressure: 2 mm Hg ( 125 °C)
• Melting Point: -22 °C
• Refractive Index: n20/D 1.578(lit.)
• Boiling Point: 305 °C at 760 mmHg
• Flash Point: 131.7 °C
• PSA: 0.00000
• Density: 1.21 g/cm³
• LogP: 2.72060
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Water Solubility.: DECOMPOSES
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 251.9928822
• Heavy Atom Count: 15
• Complexity: 174
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

Diphenyldichlorosilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,T
• Hazard Codes: C,T
• Statements: 34-24-22
• Safety Statements: 26-36/37/39-45-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Chlorosilanes
• Canonical SMILES: C1=CC=C(C=C1)[Si](C2=CC=CC=C2)(Cl)Cl
• Uses: Dichlorodiphenylsilane is a silane based surface modifier, and a precursor which can be used in the synthesis of silica based materials. It is used to modify the surface by providing toughness, durability and resistance to shock. It can be used in the synthesis of a host material for the fabrication of blue phosphorescent organic light emitting diodes (OLEDs).

Technology Process of Dichlorodiphenylsilane

There total 51 articles about Dichlorodiphenylsilane 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: 95.0%

diphenylsilane (775-12-2) → diphenylsilyl dichloride (80-10-4)

Guidance literature:

With tellurium tetrachloride; In benzene; for 3h; Heating;

DOI:10.1016/0022-328X(84)80678-6

Reference yield: 89.0%

diphenylsilyl chloride (1631-83-0) → diphenylsilyl dichloride (80-10-4)

Guidance literature:

With hexachloroethane; palladium dichloride; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2009.05.087

Reference yield: 88.0%

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole (24388-23-6) + Phenyltrichlorosilane (98-13-5) → Triphenylsilyl chloride (76-86-8) + diphenylsilyl dichloride (80-10-4)

Guidance literature:

2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole; With bis(tricyclohexylphosphine)nickel(II) dichloride; triethylaluminum; dimethylaluminum chloride; In 1,4-dioxane; hexane; 1,3,5-trimethyl-benzene; at 90 ℃; for 0.5h;

Phenyltrichlorosilane; In hexane; toluene; 1,3,5-trimethyl-benzene; at 90 ℃; for 24h;

upstream raw materials:

tetraphenylsilane

dichlorophenylsilane

phenylchlorosilane

diethoxydiphenylsilane

Downstream raw materials:

ph2Si(Oet-2-Cl)2

bis(2-thienyl)diphenylsilane

bis-(9-ethyl-carbazol-3-yl)-diphenyl-silane

diphenyl diglycidyloxysilane

Refernces

Synthesis of 1,3-bis(chlorodiorganosilyl)-cyclodisilazane via dehydro-chlorination reaction of 1,3-dichloro-Tetraorgano-Disilazane in the presence of deacidification agent

10.1016/j.jorganchem.2020.121414

The research focuses on the development of a novel and convenient synthesis process for 1,3-bis(chlorodiorganosilyl)-cyclodisilazanes, which are important starting materials for preparing high-temperature-resistant elastomers. The synthesis involves an intermolecular dehydrochlorination of 1,3-dichloro-tetraorgano-disilazanes in the presence of a strong organic alkaline deacidification agent, 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). The study compares different methods for preparing 1,3-dichloro-tetraorgano-disilazanes, including silyl group exchange reactions and equilibrium redistribution reactions, and examines the influence of various substituents on the reaction outcomes. The experiments utilize reactants such as hexamethylcyclotrisilazane, dimethyldichlorosilane, and diphenyldichlorosilane, among others, and employ techniques like 29Si NMR, 1H NMR, 13C NMR, FT-IR spectroscopy, and elemental analysis to characterize the synthesized compounds. The research also discusses the reaction mechanisms and provides detailed procedures for the synthesis of four different 1,3-bis(chlorodiorganosilyl)-tetraorganocyclodisilazanes, highlighting the advantages of using DBU as a deacidification agent for a one-step, mild, and efficient synthesis process.