1073-31-0

Basic information

• Product Name: THIOPHENE-3,4-DICARBALDEHYDE
• Synonyms: 3,4-Thiophenedicarboxaldehyde;THIOPHENE-3,4-DICARBALDEHYDE
• CAS NO: 1073-31-0
• Molecular Formula: C₆H₄O₂S
• Molecular Weight: 140.15976
• Mol File: 1073-31-0.mol
• Article Data: 11

Chemical Properties

• Melting Point: 81 °C
• Boiling Point: 293.888 °C at 760 mmHg
• Flash Point: 131.539 °C
• Appearance: /
• Density: 1.371 g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.669
• Storage Temp.: 2-8°C
• CAS DataBase Reference: THIOPHENE-3,4-DICARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: THIOPHENE-3,4-DICARBALDEHYDE(1073-31-0)
• EPA Substance Registry System: THIOPHENE-3,4-DICARBALDEHYDE(1073-31-0)

Safety Data

• Hazardous Substances Data: 1073-31-0(Hazardous Substances Data)

Usage

General Description

Thiophene-3,4-dicarbaldehyde is a chemical compound with the molecular formula C6H4O2S. It is an aromatic aldehyde with a thiophene ring and two carbonyl groups, which gives it distinctive chemical properties. Thiophene-3,4-dicarbaldehyde is an important intermediate in the synthesis of various organic compounds, including pharmaceuticals, dyes, and polymers. It is commonly used as a building block in organic synthesis to introduce the versatile thiophene moiety into complex molecules. Additionally, thiophene-3,4-dicarbaldehyde has potential applications in materials science, such as in the development of organic electronics and sensors due to its unique electronic properties. Overall, thiophene-3,4-dicarbaldehyde plays a crucial role 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

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

Downstream Products

• 86098-44-4 N-phenyl-5,6-dihydro-4-oxo-4H-thieno<3,4-c>pyrrole 
• 119540-95-3 N-phenyl-4-phenylimino-5,6-dihydro-4H-thieno<3,4-c>pyrrole 
• 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 
• 119540-93-1 N-benzyl-5,6-dihydro-4-oxo-4H-thieno<3,4-c>pyrrole 
• 119540-97-5 N-benzyl-4-benzylimino-5,6-dihydro-4H-thieno<3,4-c>pyrrole 
• 1431984-43-8 3,4-bis{(E)-2-[4-(tert-butylsulfanyl)phenyl]ethenyl}thiophene 

Relevant articles and documents

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).

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 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

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