1,4-Bis[(trimethylsilyl)ethynyl]benzene

Base Information

• Chemical Name: 1,4-Bis[(trimethylsilyl)ethynyl]benzene
• CAS No.: 17938-13-5
• Molecular Formula: C16H22Si2
• Molecular Weight: 270.522
• Hs Code.: 29319090
• Mol file: 17938-13-5.mol

Synonyms:Silane,(1,4-phenylenedi-2,1-ethynediyl)bis[trimethyl- (9CI);Silane,(p-phenylenediethynylene)bis[trimethyl- (6CI);1,4-Bis[(trimethylsilyl)ethynyl]benzene;

Chemical Property of 1,4-Bis[(trimethylsilyl)ethynyl]benzene

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0.00327mmHg at 25°C
• Melting Point: 119 °C
• Refractive Index: 1.505
• Boiling Point: 292.1°C at 760mmHg
• Flash Point: 112.2°C
• PSA: 0.00000
• Density: 0.92g/cm³
• LogP: 4.14440
• Storage Temp.: Refrigerator (+4°C)

Purity/Quality:

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

1,4-Bis[(trimethylsilyl)ethynyl]benzene 98% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-Bis[(trimethylsilyl)ethynyl]benzene

There total 16 articles about 1,4-Bis[(trimethylsilyl)ethynyl]benzene 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: 100.0%

para-diiodobenzene (624-38-4,1032416-46-8) + trimethylsilylacetylene (1066-54-2) → 1,4-Bis(trimethylsilylethynyl)benzene (17938-13-5)

Guidance literature:

DOI:10.1039/b516782e

Reference yield: 97.0%

trimethylsilyl iodide (16029-98-4) + 1,4-diethynylbenzene (935-14-8) → 1,4-Bis(trimethylsilylethynyl)benzene (17938-13-5)

Guidance literature:

With [{Ir(μ-Cl)(CO)2}2]; N-ethyl-N,N-diisopropylamine; In toluene; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1021/om200038r

Reference yield: 97.0%

→ 1,4-Bis(trimethylsilylethynyl)benzene (17938-13-5)

Guidance literature:

upstream raw materials:

chloro-trimethyl-silane

para-diiodobenzene

trimethylsilylacetylene

1,4-diethynylbenzene

Downstream raw materials:

1,4-diethynylbenzene

1,4-bis(4',4'-dichloro-2'-trimethylsilyl-3'-oxo-1'cyclobutenyl)benzene

1,4-bis(2-phenylethynyl)benzene

1-(phenylethynyl)-4-[(trimethylsilyl)ethynyl]benzene

Refernces

• 1、 Matsumi,Naka,Chujo. "Extension of π-conjugation length via the vacant p-orbital of the boron atom. Synthesis of novel electron deficient π-conjugated systems by hydroboration polymerization and their blue light emission [1]". . p. 5112 - 5113. Retrieved 1998.
• 2、 Cheng, Xiaozhe,Md, Asaduzzaman,Lian, Hong,Zhong, Zheng,Guo, Hongen,Dong, Qingchen,Roy. "Study on synthesis, characterization, and nonvolatile memory behavior of ferrocene-containing metallopolymers". . p. 34 - 40. Retrieved 2019.
• 3、 Shanmugaraju, Sankarasekaran,Joshi, Sachin A.,Mukherjee, Partha Sarathi. "Fluorescence and visual sensing of nitroaromatic explosives using electron rich discrete fluorophores". . p. 9130 - 9138. Retrieved 2011.
• 4、 Tanimoto, Hiroki,Mori, Junta,Ito, Shunichiro,Nishiyama, Yasuhiro,Morimoto, Tsumoru,Tanaka, Kazuo,Chujo, Yoshiki,Kakiuchi, Kiyomi. "Arene-Inserted Extended Germa[n]pericyclynes: Synthesis, Structure, and Phosphorescence Properties". . p. 10080 - 10086. Retrieved 2017.
• 5、 Forbes, Malcolm D. E.,Garcia-Garibay, Miguel A.,Jellen, Marcus J.,Ayodele, Mayokun J.,Cantu, Annabelle. "2D arrays of organic qubit candidates embedded into a pillared-paddlewheel metal-organic framework". supporting information. p. 18513 - 18521. Retrieved 2020/11/27.