23354-94-1

Basic information

• Product Name: Thiophene, 2,2'-(1,4-phenylene)bis-
• CAS NO: 23354-94-1
• Molecular Formula: C14H10S2
• Molecular Weight: 242.365
• Mol File: 23354-94-1.mol
• Article Data: 31

Chemical Properties

• CAS DataBase Reference: Thiophene, 2,2'-(1,4-phenylene)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Thiophene, 2,2'-(1,4-phenylene)bis-(23354-94-1)
• EPA Substance Registry System: Thiophene, 2,2'-(1,4-phenylene)bis-(23354-94-1)

Safety Data

• Hazardous Substances Data: 23354-94-1(Hazardous Substances Data)

Upstream product

• 6165-68-0 thiophene boronic acid 
• 624-38-4 para-diiodobenzene 
• 106-37-6 1.4-dibromobenzene 
• 54663-78-4 tributyl(thien-2-yl)stannane 
• 188290-36-0 thiophene 
• 589-87-7 1,4-bromoiodobenzene 
• 193978-23-3 2-thiopheneboronic acid pinacol ester 
• 106-39-8 bromochlorobenzene 
• 37496-13-2 2-(trimethylstannyl)thiophene 
• 106-46-7 para-dichlorobenzene 
• 5713-61-1 thiophen-2-yl magnesium bromide 
• 17984-89-3 triethoxy(thiophen-2-yl)silane 
• 1509927-91-6 1,4-phenylenebis[1-((ethoxycarbonothioyl)thio)-4-oxobutan-4,1-diyl] bis(2,2-dimethylpropanoate) 
• 4612-26-4 1,4-Phenyldiboronic acid 

Downstream Products

• 351444-87-6 1,4-bis(3,5-dibromo-2-thienyl)benzene 
• 1379804-24-6 1,4-di(5-trimethoxysilylthien-2-yl)benzene 
• 372104-12-6 1,4-bis(5-bromo-3-dodecylthio-2-thienyl)benzene 
• 372104-04-6 1,4-bis(3-dodecylthio-2-thienyl)benzene 
• 372104-09-1 1,4-bis(5-bromo-3-octylthio-2-thienyl)benzene 
• 372104-02-4 1,4-bis(3-octylthio-2-thienyl)benzene 
• 372104-06-8 1,4-bis(5-bromo-3-butylthio-2-thienyl)benzene 
• 372104-00-2 1,4-bis(3-butylthio-2-thienyl)benzene 
• 351444-63-8 1,4-bis(3-bromothiophen-2-yl)benzene 
• 23354-88-3 1,4-bis-(5-bromothiophen-2-yl)benzene 

Relevant articles and documents

Maximising the hydrogen evolution activity in organic photocatalysts by co-polymerisation

The hydrogen evolution activity of a polymeric photocatalyst was maximised by co-polymerisation, using both experimental and computational screening, for a family of 1,4-phenylene/2,5-thiophene co-polymers. The photocatalytic activity is the product of multiple material properties that are affected in different ways by the polymer composition and microstructure. For the first time, the photocatalytic activity was shown to be a function of the arrangement of the building blocks in the polymer chain as well as the overall composition. The maximum in hydrogen evolution for the co-polymer series appears to result from a trade-off between the fraction of light absorbed and the thermodynamic driving force for proton reduction and sacrificial electron donor oxidation, with the co-polymer of p-terphenyl and 2,5-thiophene showing the highest activity.

Suzuki cross-coupling reactions catalyzed by palladium nanoparticles in aqueous solution

(equation presented) Palladium nanoparticles stabilized by poly(N-vinly-2-pyrrolidone) (PVP) are efficient catalysts for the Suzuki reactions in aqueous medium. The time dependence of the flourescence intensity of the biphenyl product in the reaction between iodobenzene and phenylboronic acid is used to determine the initial rate of the catalytic reaction. The initial rate depends linearly on the concentration of Pd catalyts, suggesting that the catalytic reaction occurs on the surface of the Pd nanoparticles.

Comparative survey of conducting polymers containing benzene, naphthalene, and anthracene cores: Interplay of localized aromaticity and polymer electronic structures

We present a systematic study to understand to what extent the localization of aromaticity in an orthogonal sense to the main polymer conjugation pathway will influence the observed optical and electrical properties as the polymers undergo oxidation and doping into conductive materials. Three classes of electropolymerizable monomers were prepared where the critical electronic unit was chosen to foster different degrees of aromatic localization pendant to the conjugation pathway: specifically, those based upon benzene, naphthalene, and anthracene cores. The expectation was that the benzene unit would foster extensive intramolecular delocalization upon adoption of the quinoidal electronic structure on account of the strong polyene character. On the other hand, resonance contributors can be rationalized for naphthalene and anthracene whereby one or two aromatic sextets evolve within the quinoidal structure thereby leading to a more localized electronic structure. Monomer and polymer electronics were probed with UV-vis spectroscopy and cyclic voltammetry as well as through in situ profiling of the conductive states of the respective polymers. A semiempirical analysis of the frontier orbital wave functions was employed to further understand the influences of competing aromaticity pendant to the polymer backbones. Our findings indicate the potential for complex and tunable π-conjugated polymers whose properties can be externally controlled through local alterations of aromatic character within units fused or cross-conjugated to polymer main chains.

Synthesis and mesomorphic behavior of novel (bisthiophene)benzene carbazole nematic liquid crystals

Two structural isomers of highly conjugated (bisthiophene)benzene carbazoles were designed and synthesized to study the effect of the substitution pattern on their liquid crystalline behavior, transition temperatures, energy levels, and band gaps. Unusual

Alternating Tetrafluorobenzene and Thiophene Units by Direct Arylation for Organic Electronics

Direct arylation represents an attractive alternative to the conventional cross-coupling methods because of its step-economic and eco-friendly advantages. A set of simple D–A oligomeric molecules (F-3, F-5, and F-7) by integrating thiophene (T) and tetraf