18666-68-7

Basic information

• Product Name: TRIPHENYLVINYLSILANE
• Synonyms: ethenyltriphenyl-silan;Silane,ethenyltriphenyl-;Triphenylvinylsilan;Triphenyl-vinylsilan;VINYLTRIPHENYLSILANE;TRIPHENYLVINYLSILANE;(triphenylsilyl)ethylene;(Triphenylsilyl)ethylene, Ethenyltriphenylsilane, Vinyltriphenylsilane
• CAS NO: 18666-68-7
• Molecular Formula: C₂₀H₁₈Si
• Molecular Weight: 286.44
• EINECS: 242-487-4
• Product Categories: Si (Classes of Silicon Compounds);Si-(C)4 Compounds;Vinylsilanes, Allylsilanes
• Mol File: 18666-68-7.mol
• Article Data: 10

Chemical Properties

• Melting Point: 68-70 °C(lit.)
• Boiling Point: 190 °C / 3mmHg
• Flash Point: >110°C
• Appearance: /solid
• Density: 1.04 g/cm³
• Vapor Pressure: 3.2E-05mmHg at 25°C
• Refractive Index: 1.602
• Storage Temp.: 2-8°C
• Water Solubility: Insoluble in water.
• Sensitive: Moisture Sensitive
• BRN: 913423
• CAS DataBase Reference: TRIPHENYLVINYLSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIPHENYLVINYLSILANE(18666-68-7)
• EPA Substance Registry System: TRIPHENYLVINYLSILANE(18666-68-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 18666-68-7(Hazardous Substances Data)

Usage

Chemical Properties

off-white to slightly beige crystalline powder

Uses

Triphenylvinylsilane can be used to produce triphenyl-[2-(tetrahydro-furan-2-yl)-ethyl]-silane at temperature of 190°C. This reaction will need reagent di(t-butyl)peroxide with reaction time of 2 hours. Also employed as an organic light emitting diode.

Purification Methods

It has been recrystallised from EtOH, 95% EtOH, EtOH/*C6H6, pet ether (b 30-60o) and Et2O, and has been distilled under reduced pressure. [Cason & Brooks J Am Chem Soc 74 4582 1952, Nagel & Post J Org Chem 17 1379 1952, Beilstein 16 IV 1371.]

InChI:InChI=1/C20H18Si/c1-2-21(18-12-6-3-7-13-18,19-14-8-4-9-15-19)20-16-10-5-11-17-20/h2-17H,1H2

Upstream product

• 74-85-1 ethene 
• 789-25-3 HSiPh₃ 
• 593-66-8 vinyliodide 
• 75-94-5 trichlorovinylsilane 
• 4916-42-1 Acetyltriphenylsilane 
• 18666-55-2 (1,2-epoxyethyl)triphenylsilane 
• 1663-39-4 tert-Butyl acrylate 
• 6229-00-1 triphenylsilylacetylene 
• 24379-30-4 C₂₇H₂₆N₂O₂SSi 
• 76-86-8 Triphenylsilyl chloride 
• 1826-67-1 vinyl magnesium bromide 
• 58617-51-9 dimethyl-(2-triphenylsilanyl-ethyl)-amine 
• 74393-00-3 vinyldiphenylmethoxysilane 
• 591-51-5 phenyllithium 

Downstream Products

• 130752-78-2 2-<β-(triphenylsilyl)ethyl>tetrahydrofuran 
• 130752-84-0 3-<β-(triphenylsilyl)ethyl>tetrahydro-2-furanone 
• 66303-55-7 2-(phenylthio)acetaldehyde 
• 123541-68-4 1-Acetoxy-1-(triphenylsilyloxy)-2-phenylthioethane 
• 76734-21-9 diphenyl[2-(triphenylsilyl)ethyl]phosphane 
• 145178-93-4 [2-Chloro-1-(2-nitro-phenylsulfanyl)-ethyl]-triphenyl-silane 
• 145178-81-0 [2-Chloro-1-(2,4-dinitro-phenylsulfanyl)-ethyl]-triphenyl-silane 
• 145178-82-1 [1-Chloro-2-(2,4-dinitro-phenylsulfanyl)-ethyl]-triphenyl-silane 
• 61979-36-0 (1,2-dibromoethyl)triphenylsilane 
• 16153-24-5 1.4-Bis--but-1-en 

Relevant articles and documents

CATALYST AND RELATED METHODS INVOLVING HYDROSILYLATION AND DEHYDROGENATIVE SILYLATION

A catalyst having a specific structure and a method fop rearing the catalyst is disclosed. A composition is also disclosed, which comprises: (A) an unsaturated compound including at least one aliphatically unsaturated group per molecule, subject to at least one of the following two provisos: (1) the (A) unsaturated compound also includes at least one silicon-bonded hydrogen atom per molecule; and/or (2) the composition further comprises (B) a silicon hydride compound including at least one silicon-bonded hydrogen atom per molecule. The composition further comprises (C) the catalyst. A method of preparing a hydrosilylation reaction product and a dehydrogenative silylation reaction product are also disclosed.

Thieme Chemistry Journals Awardees - Where Are They Now? Titanium-Catalyzed Hydroaminoalkylation of Vinylsilanes and a One-Pot Procedure for the Synthesis of 1,4-Benzoazasilines

Vinylsilanes undergo intermolecular alkene hydroaminoalkylation with secondary amines in the presence of a titanium mono(aminopyridinato) catalyst to give the branched hydroaminoalkylation products with high regioselectivity. Corresponding reactions of a suitable (2-bromophenyl)vinylsilane combined with a subsequent intramolecular Buchwald-Hartwig amination result in the development of an elegant one-pot procedure for the synthesis of 1,4-benzoazasilines.

Process for the preparation of vinyl- or allyl-containing compounds

A vinyl- or allyl-containing compound represented by following Formula (3): wherein R2, R3, R4, R5, and R6 each represent hydrogen atom or a nonmetallic atom-containing group; R7 represents a nonmetallic atom-containing group; Y represents a group selected from the group consisting of —Si(R8) (R9) —, —Si(R10) (R11)—O—, the left hand of which is combined with R7, and —NR12—, wherein R8, R9, R10, R11, and R12 each represent hydrogen atom or a nonmetallic atom-containing group; and “n” represents 0 or 1, is prepared by reacting a vinyl or allyl ester compound represented by following Formula (1): wherein R1 represents hydrogen atom or a nonmetallic atom-containing group; R2, R3, R4, R5, R6, and “n” are as defined above, with a compound represented by following Formula (2): [in-line-formulae]R7—Y—H ??(2)[/in-line-formulae] wherein R7 and Y are as defined above, in the presence of a transition element compound.