40231-03-6

Basic information

• Product Name: 2-((TRIMETHYLSILYL)ETHYNYL)THIOPHENE 9&
• Synonyms: 2-((TRIMETHYLSILYL)ETHYNYL)THIOPHENE 9&;2-[(trimethysilyl)-ethynyl]thiophene;(2-THIENYLETHYNYL)TRIMETHYLSILANE;2-[(Trimethylsilyl)ethynyl]thiophene;TriMethylsilyl)ethynyl]thiophe;triMethyl(thiophen-2-ylethynyl)silane;2-[(Trimethylsilyl)ethynyl]thiophene 97%;2-[2-(Trimethylsilyl)ethynyl]thiophene
• CAS NO: 40231-03-6
• Molecular Formula: C₉H₁₂SSi
• Molecular Weight: 180.34
• Product Categories: Heterocyclic Compounds;Thiophenes & Benzothiophenes;Building Blocks;Heterocyclic Building Blocks;Thiophenes
• Mol File: 40231-03-6.mol
• Article Data: 46

Chemical Properties

• Boiling Point: 95-103 °C10 mm Hg(lit.)
• Flash Point: 78 °F
• Appearance: /
• Density: 1.09 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.392mmHg at 25°C
• Refractive Index: n20/D 1.549(lit.)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 2-((TRIMETHYLSILYL)ETHYNYL)THIOPHENE 9&(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((TRIMETHYLSILYL)ETHYNYL)THIOPHENE 9&(40231-03-6)
• EPA Substance Registry System: 2-((TRIMETHYLSILYL)ETHYNYL)THIOPHENE 9&(40231-03-6)

Safety Data

• Statements: 10
• Safety Statements: 16-26-36/37/39
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 40231-03-6(Hazardous Substances Data)

Usage

General Description

2-((Trimethylsilyl)ethynyl)thiophene is a chemical compound that falls under the category of organosilicon compounds. This means it contains carbon-silicon bonds, demonstrating properties of both organic compounds and inorganic silicon compounds. It contains trimethylsilyl, which refers to the functional group with the formula (-Si(CH3)3), ethynyl, an organic functional group derived from acetylene (C2H2), and thiophene, a heterocyclic compound with the formula C4H4S. The presence of these groups could suggest its potential use in various chemical reactions and synthesis processes. Its properties, uses, and toxicity would vary based on its specific structure and how it's used. It's essential to handle such compound under specified safety protocols. The compound named "9&" doesn't have an recognized structure or chemical identity in the chemistry world.

InChI:InChI=1/C9H12SSi/c1-11(2,3)8-6-9-5-4-7-10-9/h4-5,7H,1-3H3

Upstream product

• 91228-44-3 2-thienylphenyliodonium tosylate 
• 1066-54-2 trimethylsilylacetylene 
• 1003-09-4 2-bromothiophene 
• 4298-52-6 2-ethynyl-thiophene 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 3437-95-4 2-Iodothiophene 

Downstream Products

• 40230-95-3 1-(4-trifluoromethylphenyl)-2-trimethylsilylethyne 
• 876744-92-2 1-benzyl-4-(thiophen-2-yl)-1H-1, 2, 3-triazole 
• 1217677-80-9 2-(3,4,4-triphenylbut-3-en-1-ynyl)thiophene 
• 6297-63-8 2-(2-thienyl)-4H-1-benzopyran-4-one 
• 1081-34-1 2,2':5',2''-terthiophene 
• 62461-54-5 2,6-Bis-(2-Thienyl)-4H-thiopyran-4-on 
• 913627-49-3 2-(2-(4-methoxyphenyl)ethynyl)thiophene 
• 4805-17-8 2-(phenylethynyl)thiophene 
• 16900-51-9 1,4-bis(2-thienyl)butadiyne 
• 1208365-11-0 2-(2-(perfluorophenyl)ethynyl)thiophene 

Relevant articles and documents

Photoinduced cis-to-trans isomerization of poly(2-ethynylthiophene) prepared with a [Rh(norbornadiene)Cl]2 catalyst. 1H NMR, UV, and ESR studies

Poly(2-ethynylthiophene) was stereoregularly prepared with a Rh complex catalyst, [Rh-(norbornadiene)Cl]2, to selectively produce the cis-transoid isomer in high yields when triethylamine was used as the polymerization solvent at 20 °C. Photoinduced cis-to-trans isomerization was newly found to take place when the film of a pristine cis-transoid polymer was photoilluminated using a Xe lamp with light of wavelength, 320-500 nm under vacuum for 5 h. The cis and trans polymers obtained before and after the illumination were characterized in detail using 1H NMR, UV-vis of solution and film, and electron spin resonance methods.

Multi-fold Sonogashira coupling: A new and convenient approach to obtain tetraalkynyl anthracenes with tunable photophysical properties

For the first time, a direct single-step one-pot route to access nine new symmetric tetraalkynylated anthracenes via Pd(CH3CN)2Cl2/cataCXiumA catalyzed tetra-fold Sonogashira coupling is reported. Five of these tetraalkynylated anthracenes have been crystallographically characterized, with two of them exhibiting multiple interactions that significantly shorten the inter-planar distances in the solid-state structure. The rich photophysical properties exhibited by these molecules hold immense promise for future applications in sensors and optoelectronic devices. Two of the considered tetraalkynylated anthracenes comprising a D-π-A-π-D motif demonstrate solvatochromism and halochromism, with one of them showing a low bandgap of 1.79 eV. The remaining compounds demonstrate bandgaps in the range of 1.79-2.04 eV.

Benzosiloles with Crystallization-Induced Emission Enhancement of Electrochemiluminescence: Synthesis, Electrochemistry, and Crystallography

Crystallization-induced emission enhancement (CIEE) was demonstrated for the first time for electrochemilunimescence (ECL) with two new benzosiloles. Compared with their solution, the films of the two benzosiloles gave CIEE of 24 and 16 times. The mechani