25373-20-0

Usage

Uses

Used in Pharmaceutical Synthesis:
3,4-Dibromothiophene-2,5-dicarboxaldehyde is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique properties allow for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Production:
In the agrochemical industry, 3,4-Dibromothiophene-2,5-dicarboxaldehyde serves as a crucial component in the creation of pesticides and other agricultural chemicals, contributing to enhanced crop protection and yield.
Used in Materials Science:
3,4-Dibromothiophene-2,5-dicarboxaldehyde is utilized in the development of organic light-emitting materials, polymers, and organic electronic devices. Its potential for optoelectronic applications makes it a vital component in advancing materials science.
Used in Organic Chemistry:
As a building block in organic chemistry, 3,4-Dibromothiophene-2,5-dicarboxaldehyde is employed in the synthesis of complex molecules and the creation of fluorescent dyes and organic semiconductors, playing a significant role in the field of organic chemistry and materials science.

InChI:InChI=1/C6H2Br2O2S/c7-5-3(1-9)11-4(2-10)6(5)8/h1-2H

Upstream product

• 25373-19-7 3,4-dibromo-2,5-bis(dibromomethyl)thiophene 
• 638-02-8 2,5-DIMETHYLTHIOPHENE 
• 2591-86-8 N-Formylpiperidine 
• 3958-03-0 Tetrabromothiophene 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 502764-53-6 dithieno[3,2-b;20,30-d]-thiophene-2,6-dicarboxylic acid 
• 1425018-27-4 C₇₀H₅₆Br₂N₄S₃ 
• 67061-69-2 2,6-dibromodithieno[3,2-b:2',3'-d]thiophene 
• 64-18-6 formic acid 
• 854626-59-8 3,4-dibromo-thiophene-2-carboxylic acid-(3,4-dibromo-[2]thienylmethyl ester) 

Relevant academic research and scientific papers

Improved synthesis of dithieno[3,2-b:2′,3′-d]thiophene (DTT) and derivatives for cross coupling

An improved synthesis of dithieno[3,2-b:2′,3′-d]thiophene (DTT) and its 2,6- and 3,5-dibromo derivatives has been devised; Stille cross coupling of 2,5-(bistrimethylstannyl)-DTT afforded the oligomer 12.

Effect of a π-linker of push-pull D-π-A donor molecules on the performance of organic photodetectors

We report organic photodetectors (OPDs) exhibiting high photocurrent density (Jph), low dark current density (Jd), and broadband external quantum efficiency (EQE) based on three push-pull type D-π-A small molecule donors (H1, H2, and H3) with different π-

Effect of the π-linker on the performance of organic photovoltaic devices based on push-pull D-π-A molecules

Two push-pull D-π-A molecules, 3T and DTT as donor materials, were synthesized and characterized for solution-processed bulk heterojunction (BHJ) organic photovoltaic (OPV) devices. The π-linker plays a vital role not only in electrochemical and thermal p

Organic Dye and Dye-Sensitized Solar Cell

PURPOSE: An organic dye, photoelectric diode including the same and dye-sensitized solar battery are provided to have an absorbing band in long wavelength. CONSTITUTION: An organic dye is represented by chemical formula 1. A photoelectric diode includes porous oxide semiconductor membrane which includes the organic dye. A dye-sensitized solar cell comprises a first electrode, a second electrode which is formed on one side of the first electrode and includes a light absorptive layer, and electrolyte buried in a space between the first and second electrodes.

Efficient Synthesis of Bis(dibromomethyl)arenes as Important Precursors of Synthetically Useful Dialdehydes

This work presents an efficient synthesis of bis(dibromomethyl)benzenes and a bis(dibromomethyl)thiophene as precursors of aromatic dialdehydes by bromination of dimethyl-substituted arenes under various reaction conditions (yields up to 99%). Several new variants of this reaction, including the use of N-bromosuccinimide (NBS) and bromine, and various solvents to replace carbon tetrachloride, benzene and carbon disulfide, were also tested. In the optimised protocols, the inconvenient solvents were replaced by 1,2-dichloroethane (DCE) and/or acetonitrile. In the DCE protocols, we reduced reaction times 24-32-fold, reduced the amount of NBS a fewfold and lowered power consumption relative to the literature protocols. The procedures also allowed elimination of long-lasting incandescent irradiation (100-500 W). The replacement of NBS by bromine led to a further reduction in the amount of brominating agent. The obtained bromo derivatives were efficiently converted into the corresponding dialdehydes (90-96%), which in turn are useful in materials chemistry.

NOVEL THIOPHENE DERIVATIVES, MANUFACTURING METHOD THEREOF AND ORGANIC SOLAR CELL CONTAINING THE SAME

Provided are a novel thiophene derivative, a method for preparing the same, and an organic solar cell comprising the novel thiophene derivative. According to the present invention, the novel thiophene derivative that has a small band gap is prepared by copolymerizing an electron acceptor block and an electron donor block each consisting of thiophene units and vinylene units, and thus a highly efficient solar cell can be manufactured from the novel thiophene derivative. Furthermore, according to the present invention, an organic solar cell manufactured from the novel thiophene derivative having a small band gap has an improved performance and increased solubility, and can effectively absorb solar light.COPYRIGHT KIPO 2015

Synthesis of Thieno--, -- and --thiophenes and Thieno--, -- and --thienopyrimidin-7(6H)-ones Starting from Thiophene

3-Bromo-, 3,5-dibromo- and 3,4,5-tribromo-2-thienyllithium have been prepared by bromine ->lithium exchange and converted into a number of thiophene derivatives, including the corresponding 2-carbaldehydes.The aldehydes have been converted into the corresponding thiophene-2-carbonitriles.Metallation of 2,5-dibromo- or 2,4,5-tribromo-thiophene with LDA occured at a vacant 3-position but the resulting 3-lithiated thiophenes rearranged (mechanism discussed) to 3,5-dibromo- and 3,4,5-tribromo-2-thienyllithium, which were quenched with various electrophiles.Attempts to dilithiate 2,5-dibromothiophene with LDA were unsuccessful. 3,4-Dibromo-2,5-dilithiothiophene was prepared from 2,3,4,5-tetrabromothiophene but it failed to yield the 2,5-dicarbaldehyde with N,N-dimethylformamide.The title thienothiophenes were prepared by reaction of a 3-bromothiophene-2-carbaldehyde, a 2-bromothiophene-3-carbaldehyde (prepared by bromination of a thiophene-3-carbaldehyde) or a 4-bromothiophene-3-carbaldehyde, or a corresponding nitrile, with ethyl 2-sulfanylacetate or 2-sulfanylacetamide.Thienothiophenes carrying an o-aminocarboxamide substitution pattern gave the title thienothienopyrimidinones with triethyl orthoformate.