120659-34-9

Basic information

• Product Name: 3-CYCLOHEXYLTHIOPHENE
• Synonyms: 3-CYCLOHEXYLTHIOPHENE;3-cyclhexylthiophene;3-CYCLOHEXYLTHIOPHENE 98%
• CAS NO: 120659-34-9
• Molecular Formula: C₁₀H₁₄S
• Molecular Weight: 166.28
• Product Categories: Thiophenes;pharmacetical
• Mol File: 120659-34-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 247.743 °C at 760 mmHg
• Flash Point: 74.664 °C
• Appearance: /
• Density: 1.038 g/cm³
• Vapor Pressure: 0.0397mmHg at 25°C
• Refractive Index: 1.5370 to 1.5410
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-CYCLOHEXYLTHIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CYCLOHEXYLTHIOPHENE(120659-34-9)
• EPA Substance Registry System: 3-CYCLOHEXYLTHIOPHENE(120659-34-9)

Safety Data

• Hazardous Substances Data: 120659-34-9(Hazardous Substances Data)

Usage

Description

3-Cyclohexylthiophene is an organic compound that features a thiophene ring with a cyclohexyl group attached to the third carbon. This unique structure endows it with specific chemical properties, making it a valuable component in various chemical reactions and material syntheses.

Uses

Used in Polymer Synthesis:
3-Cyclohexylthiophene is used as a monomer in the synthesis of functionalized thiophene copolymers. These copolymers possess electron donor and acceptor substituents, which are crucial for their application in advanced materials and technologies.
Used in Electronics Industry:
In the electronics industry, 3-Cyclohexylthiophene is used as a component in the development of organic semiconductors. These semiconductors are vital for creating flexible electronic devices, such as organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs), due to their unique electronic properties and processability.
Used in Chemical Research:
3-Cyclohexylthiophene also serves as a reagent in chemical research, particularly in the study of organic synthesis and the development of new synthetic methods. Its presence in various reaction schemes allows chemists to explore novel pathways and create innovative materials with potential applications in various fields.

InChI:InChI=1/C10H14S/c1-2-4-9(5-3-1)10-6-7-11-8-10/h6-9H,1-5H2

Upstream product

• 872-31-1 3-Bromothiophene 
• 7565-57-3 cyclohexylzinc(II) bromide 
• 931-51-1 cyclohexylmagnesiumchloride 
• 188290-36-0 thiophene 
• 108-93-0 cyclohexanol 
• 108-85-0 1-bromocyclohexane 
• 6165-69-1 Thien-3-ylboronic acid 
• 931-50-0 cyclohexylmagnesium bromide 

Downstream Products

• 178924-20-4 4-cyclohexylthiophene-2-carbaldehyde 
• 1205744-73-5 (3-cyclohexyl-2-thienyl)(phenyl)iodonium tosylate 
• 241477-71-4 2-bromo-3-cyclohexylthiophene 

Relevant articles and documents

Conformational profile, energy barriers and optical properties of quinquethiophene-S,S-dioxides

Theoretical calculations, dynamic NMR experiments and absorption and photoluminescence data in solution are reported for a series of quinquethiophene S,S-dioxides substituted with alkyl groups of variable size and steric hindrance. Ab initio B3LYP/6-31G* and force field MM3 theoretical calculations show that the energy barriers for rotation around the inter-ring C-C bonds amount to a few kcal/mol even in the presence of very bulky substituents such as the cyclohexyl group. Dynamic NMR data were in agreement with the results of theoretical calculations. It was found that changing the steric hindrance of the substituents leaves the emission and photoluminesce properties unaltered. However, the photoluminesce intensities and wavelengths of all compounds were found to be very sensitive to solvent variations.

Suzuki Cross-Couplings of Unactivated Secondary Alkyl Bromides and Iodides

The capacity to employ unactivated alkyl electrophiles as coupling partners will markedly increase the already exceptional utility of metal-catalyzed cross-coupling processes. This communication describes the development of a method that achieves the first Suzuki reactions of unactivated secondary alkyl bromides and iodides. The ability to couple readily available, easy-to-handle boronic acids is an attractive feature of this catalyst system. Copyright

Discovery of Highly Potent Pinanamine-Based Inhibitors against Amantadine- and Oseltamivir-Resistant Influenza A Viruses

Influenza pandemic is a constant major threat to public health caused by influenza A viruses (IAVs). IAVs are subcategorized by the surface proteins hemagglutinin (HA) and neuraminidase (NA), in which they are both essential targets for drug discovery. While it is of great concern that NA inhibitor oseltamivir resistant strains are frequently identified from human or avian influenza virus, structural and functional characterization of influenza HA has raised hopes for new antiviral therapies. In this study, we explored a structure-activity relationship (SAR) of pinanamine-based antivirals and discovered a potent inhibitor M090 against amantadine-resistant viruses, including the 2009 H1N1 pandemic strains, and oseltamivir-resistant viruses. Mechanism of action studies, particularly hemolysis inhibition, indicated that M090 targets influenza HA and it occupied a highly conserved pocket of the HA2 domain and inhibited virus-mediated membrane fusion by locking the bending state of HA2 during the conformational rearrangement process. This work provides new binding sites within the HA protein and indicates that this pocket may be a promising target for broad-spectrum anti-influenza A drug design and development.

Iron-catalyzed arene alkylation reactions with unactivated secondary alcohols

A simple, iron-based catalytic system allows for the inter- and intramolecular arylation of unactivated secondary alcohols. This transformation expands the substrate scope beyond the previously required activated alcohols and proceeds under mild reaction conditions, tolerating air and moisture. Furthermore, the use of an enantioenriched secondary alcohol provides an enantioenriched product for the intramolecular reaction, thereby offering a convenient approach to nonracemic products.