17906-71-7

Basic information

• Product Name: 2,5-BIS(TRIMETHYLSILYL)THIOPHENE
• Synonyms: 2,5-BIS(TRIMETHYLSILYL)THIOPHENE
• CAS NO: 17906-71-7
• Molecular Formula: C₁₀H₂₀SSi₂
• Molecular Weight: 228.5
• Mol File: 17906-71-7.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,5-BIS(TRIMETHYLSILYL)THIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-BIS(TRIMETHYLSILYL)THIOPHENE(17906-71-7)
• EPA Substance Registry System: 2,5-BIS(TRIMETHYLSILYL)THIOPHENE(17906-71-7)

Safety Data

• Hazardous Substances Data: 17906-71-7(Hazardous Substances Data)

Usage

General Description

2,5-Bis(trimethylsilyl)thiophene is a chemical compound that consists of a thiophene ring with two trimethylsilyl groups attached to the 2 and 5 carbon positions. It is commonly used in organic synthesis as a reagent for the introduction of thiophene rings into various molecules. The trimethylsilyl groups are often utilized as protective groups for reactive functional groups in organic chemistry, allowing for selective modification of specific positions within a molecule. 2,5-Bis(trimethylsilyl)thiophene is also known for its utility in the preparation of functional materials for applications in electronic devices and materials science, due to the unique electronic and optical properties of thiophene-containing compounds.

Upstream product

• 259109-99-4 Bernsteinsaeure-bis-(trimethylsilyl)-ester 
• 188290-36-0 thiophene 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 146434-35-7 2,5-bis(trimethylsilyl)thiophene-S-oxide 
• 1066-54-2 trimethylsilylacetylene 
• 112051-54-4 3,5-dibromo-2-(trimethylsilyl)thiophene 
• 234773-49-0 (Z,Z)-1,4-bis(thiocyanato)-1,4-bis(trimethylsilyl)-1,3-butadiene 
• 175658-90-9 3,4-dibromo-2,5-bis(trimethylsilanyl)thiophene 
• 87495-58-7 3,8-bis(trimethylsilyl)-1,2,5,6-tetrathiacyclooctane 
• 87495-56-5 1-trimethylsilyl-2,3,4,5,6-pentathiacycloheptane 
• 234773-45-6 3,6-bis(trimethylsilyl)-1,2-dithiin 
• 93041-07-7 3-Bromo-2,5-bis(trimethylsilyl)thiophene 
• 75-77-4 chloro-trimethyl-silane 
• 63762-35-6 2,5-dilithiothiophene 

Downstream Products

• 18245-28-8 2-(trimethylsilyl)thiophene 
• 23395-56-4 5-chloro-2-trimethylsilylthiophene 
• 130789-01-4 5-chloro-2-phenylselenothiophene 
• 130789-02-5 2-phenylseleno-5-trimethylsilylthiophene 
• 18246-28-1 2-bromo-5-trimethylsilylthiophene 
• 130789-03-6 2-bromo-5-phenylselenothiophene 
• 94800-55-2 2-(phenylselenenyl)thiophene 
• 1412912-69-6 1-(5-trimethylsilylthien-2-yl)-2,3,4,5-tetraphenylborole 
• 1445-78-9 2,5-Diphenyl-thiophene 
• 3141-27-3 2,5-dibromothiophen 

Relevant articles and documents

Catalytic B-C Coupling by Si/B Exchange: A Versatile Route to π-Conjugated Organoborane Molecules, Oligomers, and Polymers

Conjugated organoboranes have emerged as attractive hybrid materials for optoelectronic applications. Herein, a highly efficient, environmentally benign catalytic B-C bond formation method is presented that uses organosilicon compounds, dibromoboranes, and the metal-free organocatalyst Me3SiNTf2. This Si/B exchange approach has been successfully applied to the synthesis of arylborane molecules 4a-c, oligomers 8a,b, and polymers 8a′,b′. Photophysical investigations, supported by TD-DFT calculations, reveal highly effective π-conjugation in thienyl- and furylborane species; the latter are also highly emissive.

CYCLOHEXADIENE FULLERENE DERIVATIVES

The invention relates to novel fullerene derivatives, to methods for their preparation and educts or intermediates used therein, to mixtures and formulations containing them, to the use of the fullerene derivatives, mixtures and formulations as organic semiconductors in, or for the preparation of, organic electronic (OE) devices, especially organic photovoltaic (OPV) devices and organic photodetectors (OPD), and to OE, OPV and OPD devices comprising, or being prepared from, these fullerene derivatives, mixtures or formulations.

Photochemistry of thiophene-S-oxide derivatives

Photolysis of substituted thiophene-S-oxides in solution results in the formation of either the corresponding thiophene or furan, in addition to uncharacterized materials. No good rationalization is available for the choice of which pathway may predominat