16900-51-9

Basic information

• Product Name: 1,4-DI-(2-THIENYL)-1,3-BUTADIYNE
• Synonyms: 1,4-DI-(2-THIENYL)-1,3-BUTADIYNE
• CAS NO: 16900-51-9
• Molecular Formula: C₁₂H₆S₂
• Molecular Weight: 214.306
• Mol File: 16900-51-9.mol
• Article Data: 59

Chemical Properties

• Melting Point: 89 °C
• Boiling Point: 355.5°Cat760mmHg
• Flash Point: 125.7°C
• Appearance: /
• Density: 1.31g/cm³
• CAS DataBase Reference: 1,4-DI-(2-THIENYL)-1,3-BUTADIYNE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-DI-(2-THIENYL)-1,3-BUTADIYNE(16900-51-9)
• EPA Substance Registry System: 1,4-DI-(2-THIENYL)-1,3-BUTADIYNE(16900-51-9)

Safety Data

• Hazardous Substances Data: 16900-51-9(Hazardous Substances Data)

Usage

General Description

1,4-Di-(2-thienyl)-1,3-butadiyne is a compound with a chemical structure containing two thienyl groups and a butadiyne backbone. It is also known as thiophene-substituted butadiyne and is used in organic synthesis and materials science. 1,4-DI-(2-THIENYL)-1,3-BUTADIYNE is a conjugated di-yne with potential applications in optoelectronic devices and organic photovoltaics due to its π-conjugated system. It possesses unique electronic and optical properties, making it a promising candidate for various technological applications. Additionally, it has potential uses in molecular electronics, organic light-emitting diodes, organic field-effect transistors, and organic photonic devices.

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Relevant articles and documents

Unusually sluggish copper(I)catalyzed oxidative dimerization of 2-ethynyl-1-methylpyrrole

Reaction of 2-ethynyl-1-methylpyrrole with oxygen in the presence of catalytic amounts of copper(I)chloride proceeds only upon addition of 1,8-diazabicycloundec-7-ene (DBU).

Stabilized Cu/Cu2O nanoparticles on rGO as an efficient heterogeneous catalyst for Glaser homo-coupling

Stabilized Cu/Cu2O nanoparticles on reduced graphene oxide (Cu/Cu2O-NPs@rGO) was synthesized by one-step co-reduction and acted as a green and efficient non-noble metal heterogeneous catalyst for Glaser homo-coupling. Through the synergic catalytic effect of Cu/Cu2O nanoparticles and graphene, the heterogeneous hybrid nanoparticles catalyst showed excellent catalytic performance for Glaser homo-coupling with the yield up to 99% of 1,4-diphenyl buta-1,3-diyne. And excellent functional group tolerance was obtained with oxygen as a green oxidant. Furthermore, the catalyst can be easily separated and recycled seven times without significant decline in its catalytic performance.

Copper(II) chloride-catalyzed Glaser oxidative coupling reaction in polyethylene glycol

Polyethylene glycol was shown to be an environmentally benign reaction medium for the copper(II) salt -catalyzed Glaser coupling reaction of terminal alkynes. In particular, oxygen as the sole oxidant worked very well for arylacetylenes even in short reaction time. The product was easily separated by extraction and the catalytic system could be reused four times without significant loss of reactivity.

CuCl-catalyzed green oxidative alkyne homocoupling without palladium, ligands and bases

CuCl-catalyzed green oxidative homocoupling of terminal alkynes produces symmetrical 1,4-disubstituted 1,3-diynes in good to excellent yields, using air as an environmentally friendly oxidant and the occurrence of water as exclusive byproduct in the whole process, and eliminating the need for ligands, bases, oxidants and expensive palladium catalysts. The Royal Society of Chemistry.

Synthesis and properties of 1,1′-bis(diacetylene-group) connected ferrocene-thiophene derivative: A cooperatively functional behavior of diacetylene-group connected constituents

An extended π-electronic conjugation system of 1,1′- bis(diacetylene-group) connected ferrocene-thiophene derivative has been synthesized, with our integrated reaction between the corresponding TMS-protected acetylenes in one-pot. Its electronic properties have been examined, suggesting a cooperatively functional behavior of the diacetylene-group connected constituents.

Cu-Catalyzed solvent-free, pot-economic synthesis of 1,3-dynes from 1,1-dibromoalkenes in the presence of DBU?H2O

An efficient synthesis of 1,3-diynes directly from 1,1-dibromoalkenes has been achieved by utilizing hydrated 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU.H2O) as a sole reagent and a catalyst CuI. In general, 1,3-diynes were synthesized from corresponding terminal alkynes, which in turn were obtained from 1,1-dibromoalkenes. The DBU.H2O allowed the synthesis of 1,3-diynes not only in a pot-efficient manner but also under solvent-free conditions at ambient temperature. A plausible mechanism is proposed via 1-bromoalkynes intermediate instead of terminal alkynes.

Aggregation induced emission-emissive stannoles in the solid state

The optoelectronic and structural properties of six stannoles are reported. All revealed extremely weak emission in solution at 295 K, but intensive fluorescence in the solid state with quantum yields (ΦF) of up to 11.1% in the crystal, and of up to 24.4% (ΦF) in the thin film.