1073-31-0

Usage

Uses

Used in Pharmaceutical Industry:
Thiophene-3,4-dicarbaldehyde is used as a key intermediate in the synthesis of pharmaceuticals for its ability to introduce the versatile thiophene moiety into complex molecules, which can enhance the biological activity and pharmacological properties of the resulting compounds.
Used in Dye Industry:
In the dye industry, thiophene-3,4-dicarbaldehyde is utilized as a building block for the creation of various dyes, capitalizing on its unique chemical structure to produce dyes with specific color characteristics and properties.
Used in Polymer Industry:
Thiophene-3,4-dicarbaldehyde serves as a crucial component in the development of polymers, where its incorporation can lead to materials with tailored properties, such as improved conductivity or specific mechanical characteristics.
Used in Materials Science for Organic Electronics:
Thiophene-3,4-dicarbaldehyde is employed in the field of organic electronics, where its unique electronic properties are leveraged in the design and fabrication of organic electronic devices, such as organic solar cells and organic light-emitting diodes (OLEDs).
Used in Materials Science for Sensor Development:
In sensor technology, thiophene-3,4-dicarbaldehyde is used as a component in the development of sensors, owing to its potential to create materials with enhanced sensitivity and selectivity for detecting various analytes.
Overall, thiophene-3,4-dicarbaldehyde is a versatile chemical intermediate with applications spanning across multiple industries, from pharmaceuticals and dyes to polymers and materials science, highlighting its importance in both academic research and industrial applications.

InChI:InChI=1/C6H4O2S/c7-1-5-3-9-4-6(5)2-8/h1-4H

Upstream product

• 19259-08-6 3,4-diiodothiophene 
• 68-12-2 N,N-dimethyl-formamide 
• 3141-26-2 3,4-dibromothiophene 
• 18354-73-9 [4-(hydroxymethyl)-3-thienyl]methanol 
• 18853-32-2 3,4-dicyanothiophene 

Downstream Products

• 147792-90-3 3,4-Bis-(o-methylstyryl)thiophene 
• 327-25-3 thieno<3,4-d>thiepin 
• 119540-94-2 N-(1-phenylethyl)-5,6-dihydro-4-oxo-4H-thieno<3,4-c>pyrrole 
• 119540-98-6 N-(1-phenylethyl)-4-(1-phenylethyl)imino-5,6-dihydro-4H-thieno<3,4-c>pyrrole 
• 1445905-26-9 C₃₀H₃₈N₂S 
• 1445905-21-4 C₂₄H₂₈Cl₄N₂P₂S 
• 1445905-22-5 C₃₀H₄₀ClN₂PS 
• 1445905-23-6 C₃₀H₄₀Cl₄N₂P₂S 
• 1445905-27-0 C₃₀H₄₂N₂S 
• 1445905-20-3 C₂₄H₃₀N₂S 
• 1417888-70-0 1-(2-hydroxy-2-phenylethyl)-3-(p-tolyl)thieno[3,4-d][1,2]oxazin-4-one 
• 1417888-57-3 1-(p-methoxybenzoylmethyl)-3-(p-methoxyphenyl)thieno[3,4-d][1,2]oxazin-4-one 
• 1417888-56-2 1-(benzoylmethyl)-3-(p-tolyl)thieno[3,4-d][1,2]oxazin-4-one 
• 1417888-55-1 1-(Benzoylmethylene)-3-(p-methoxyphenyl)thieno[3,4-d][1,2]oxazin-4-one 

Relevant academic research and scientific papers

Functionalized isothianaphthene monomers that promote quinoidal character in donor-acceptor copolymers for organic photovoltaics

A series of low band gap isothianaphthene-based (ITN) polymers with various electron-withdrawing substituents and intrinsic quinoidal character were synthesized, characterized, and tested in organic photovoltaic (OPV) devices. The three investigated ITN cores contained either ester, imide, or nitrile functionalities and were each synthesized in only four linear steps. The relative electron-withdrawing strength of the three substituents on the ITN moiety was evaluated and correlated to the optical and electronic properties of ITN-based copolymers. The ester- and imide-containing p-type polymers reached device efficiencies as high as 3% in bulk heterojunction blends with phenyl C61-butyric acid methyl ester (PC61BM), while the significantly electron-deficient nitrile-functionalized polymer behaved as an n-type material with an efficiency of 0.3% in bilayer devices with poly(3-(4-n-octyl)phenylthiophene) (POPT).

Bromination of isothianaphthene derivatives towards the application in organic electronics

Different approaches to brominate dialkyl isothianaphthene-5,6- dicarboxylate were tried and single crystals of target molecule and side product were obtained. A planar copolymer with the trans-ethene has been prepared, which shows good solubility in common organic solvents and broad absorption with edge to 967 nm in film. Isothianaphthene derivatives have been brominated successfully, which could be used directly as bulilding block in Stille couplings towards the application in organic electronics. A planar copolymer with the trans-ethene was synthesized which shows broad absorption with edge to 967 nm in film. Copyright

Benzodithiophene and imide-based copolymers for photovoltaic applications

Conjugated alternating copolymers were designed with low optical band gaps for organic photovoltaic (OPV) applications by considering quinoid resonance stabilization. Copolymers of thienoisoindoledione (TID) and benzodithiophene (BDT) had appreciably lower band gaps (by ～0.4 eV) than copolymers of thienopyrroledione (TPD) and BDT. In addition to intramolecular charge transfer stabilization (i.e., the "push-pull" effect), the former copolymer's quinoid resonance structure is stabilized by a gain in aromatic resonance energy in the isoindole unit. Additionally, the HOMO levels of the copolymers could be tuned with chemical modifications to the BDT monomer, resulting in open circuit voltages of greater than 1 V in photovoltaic devices. Despite the optimized band gap, TID containing polymers displayed lower photoconductance, as determined by time-resolved microwave conductivity, and decreased device efficiency (2.1% vs 4.8%) as compared with TPD analogues. These results were partially attributed to morphology, as computational modeling suggests TID copolymers have a twisted backbone, and X-ray diffraction data indicate the polymer films do not form ordered domains, whereas TPD copolymers are considerably more planar and are shown to form partially ordered domains.

Synthesis of the anti and syn isomers of thieno[f,f′]bis[1] benzothiophene. Comparison of the optical and electrochemical properties of the anti and syn isomers

We report isomer-pure synthesis of thieno[2,3-f:5,4-f′]bis-[1] benzothiophene and thieno[3,2-f:4,5-f′]bis[1]benzothiophene, the anti and syn isomers of a pentacyclic compound consisting of alternating thiophene and benzene rings. The optical and electrochemical properties of both are reported. In the anti isomer, the ribbonlike embedding of three thiophene units leads to a near-planar molecule with favorable π-π stacking behavior in the solid state as shown by X-ray crystal structure analysis.

Synthesis and biological evaluation of new curcumin analogs inhibiting osteoclastogenesis

A series of curcumin analogs (1-3) were newly designed and synthesized for the development of therapeutic agents for osteoporosis. Among the synthesized compounds, 2,5-substituted conjugated thiophene derivative (1a) and the corresponding pyrazine derivat

Synthesis and evaluation of 2,5-furan, 2,5-thiophene and 3,4-thiophene-based derivatives as CXCR4 inhibitors

The interaction between G-Protein coupled receptor CXCR4 and its natural ligand CXCL12 has been linked to inflammation experienced by patients with Irritable Bowel Disease (IBD). Blocking this interaction could potentially reduce inflammatory symptoms in

Cycloadditions of siloxy alkynes with 1,2-diazines: From reaction discovery to identification of an antiglycolytic chemotype

Cycloaddition uncovered: The title reaction produces novel polycyclic compounds with high efficiency and excellent diastereoselectivity under mild reaction conditions. A small-molecule library, synthesized using this reaction, yielded a novel chemotype which inhibited glycolytic ATP production by blocking glucose uptake in CHO-K1 cells. DMF=N,N-dimethylformamide, Tf= trifluoromethanesulfonyl, TIPS=triisopropylsilyl. Copyright

The synthesis of π-electron molecular rods with a thiophene or thieno[3,2-b]thiophene core unit and sulfur alligator clips

A series of short oligo(p-phenylene-ethynylene)- and oligo(p- phenylenevinylene)-type molecular rods with an electronically rich thiophene or thieno[3,2-b]thiophene core unit and sulfur anchoring groups (AcS-, t-BuS-) at the termini have been synthesised

Synthesis of benzo[c] and naphtho[c]heterocycle diesters and dinitriles via homoelongation

(Chemical Equation Presented) Syntheses of benzo[c] and naphtho[c]heterocycle diesters and dinitriles were achieved via our newly developed iterative elongation protocol. The photophysical and electrochemical properties of these conjugated systems are explored.

Quinuclidines-substituted-multi-cyclic-heteroaryls for the treatment of disease

The invention provides compounds of Formula I: 1where in W is 2These compounds may be in the form of pharmaceutical salts or compositions, racemic mixtures, or pure enantiomers thereof. The compounds of Formula I are useful to treat diseases or conditions in which α7 is known to be involved.