Diphenylbis(phenylethynyl)silane

Base Information

• Chemical Name: Diphenylbis(phenylethynyl)silane
• CAS No.: 18784-61-7
• Molecular Formula: C28H20Si
• Molecular Weight: 384.552
• Hs Code.: 2931900090
• European Community (EC) Number: 660-621-3
• DSSTox Substance ID: DTXSID30410431
• Nikkaji Number: J648.035G
• Wikidata: Q72473076
• Mol file: 18784-61-7.mol

Synonyms:Diphenylbis(phenylethynyl)silane;18784-61-7;Diphenyl-bis(2-phenylethynyl)silane;Silane, diphenylbis(phenylethynyl)-;bis(phenylethynyl)diphenylsilane;DTXSID30410431;diphenyl[bis(phenylethynyl)]silane;MFCD00093508;AKOS024433308;D4312;T70478

Chemical Property of Diphenylbis(phenylethynyl)silane

Chemical Property:

• Melting Point: 80℃
• Boiling Point: 505℃
• Flash Point: 247℃
• PSA: 0.00000
• Density: 1.14
• LogP: 4.43140
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 384.133427172
• Heavy Atom Count: 29
• Complexity: 567

Purity/Quality:

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

Diphenylbis(phenylethynyl)silane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C#C[Si](C#CC2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4
• Uses: Diphenylbis(phenylethynyl)silane is used as a reactant in the synthesis of deep blue fluorescent 2,5-bis(phenylsilyl)-substituted 3,4-diphenylsiloles.

Technology Process of Diphenylbis(phenylethynyl)silane

There total 5 articles about Diphenylbis(phenylethynyl)silane 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: 98.0%

diphenylsilane (775-12-2) + phenylacetylene (536-74-3) → 1,1-diphenylbis(phenylethynyl)silane (18784-61-7)

Guidance literature:

With pyridine; chloro[1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene]copper(I); In acetonitrile; at 100 ℃; for 12h; Reagent/catalyst; Inert atmosphere; Schlenk technique;

DOI:10.1039/c8ra06057f

Reference yield: 97.0%

phenylacetylene (536-74-3) + diphenylsilyl dichloride (80-10-4) → 1,1-diphenylbis(phenylethynyl)silane (18784-61-7)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -70 ℃;

DOI:10.1002/bkcs.12193

Reference yield: 95.0%

diphenyldiiodosilane (63378-81-4) + phenylacetylene (536-74-3) → 1,1-diphenylbis(phenylethynyl)silane (18784-61-7)

Guidance literature:

With [{Ir(μ-Cl)(CO)2}2]; N-ethyl-N,N-diisopropylamine; In toluene; at 100 ℃; for 48h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.11.103

upstream raw materials:

diphenylsilyl dichloride

lithium phenylacetylide

phenylacetylene

diphenylsilane

Downstream raw materials:

Zr(C₅H₅)2(C₆H₅)2(C₆H₅)2SiC₄

Zr(C₅H₄(C₄H₉))2(C₆H₅)2(C₆H₅)2SiC₄

(diphenyl)(phenylethinyl)(silicon)C(CHC₆H₅)bis(tert-butyl)aluminum

C₂₈H₂₀Cl₂SiZn₂

Refernces

• 1、 Lee, Yun-Ji,Park, Jeong Cheol,Yun, Hui-Jun,Park, Jong-Man,Kim, Yun-Hi. "Synthesis and characterization of new poly(silole-fluorene) copolymers". . p. 1742 - 1747. Retrieved 2015.
• 2、 Cho, Yoon-ho,Jung, Young Min,Park, Young Tae. "Synthesis of 1,1-Diisopropyl- or -Diphenyl -2,5-dibromo- or -bis(trimethylsilyl)-3,4-diphenyl-siloles and the Electrochemical Properties as Anode Materials for Lithium-Ion Battery". . p. 380 - 387. Retrieved 2020/12/28.
• 3、 Horstmann, Jan,Reger, Stefanie,Neumann, Beate,Stammler, Hans-Georg,Mitzel, Norbert W.. "One-pot desilylation-Sonogashira coupling". . p. 489 - 495. Retrieved 2017/07/27.