1071224-34-4

Basic information

• Product Name: 7-bromo-benzo[c][1,2,5]thiadiazole-4-carbaldehyde
• Synonyms: 7-Bromo-4-formyl-2,1,3-benzothiadiazole;7-Bromo-2,1,3-benzothiadiazole-4-carboxaldehyde >=97%;2,1,3-Benzothiadiazole-4-carboxaldehyde, 7-bromo-;7-BROMOBENZO[1,25]THIOADIAZOLE-4-CARBALDEHYDE;7-bromo-benzo[c][1,2,5]thiadiazole-4-carbaldehyde;7-Bromo-2,1,3-benzothiadiazole-4-carbaldehyde;7-Bromo-2,1,3-benzothiadiazole-4-carboxaldehyde;7-Bromo-benzo[1,2,5]thiadiazole-4-carbaldehyde
• CAS NO: 1071224-34-4
• Molecular Formula: C₇H₃BrN₂OS
• Molecular Weight: 243.08052
• EINECS: -0
• Mol File: 1071224-34-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 192.0 to 196.0 °C
• Boiling Point: 355.0±27.0 °C(Predicted)
• Appearance: /
• Density: 1.909±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: -2.54±0.50(Predicted)
• CAS DataBase Reference: 7-bromo-benzo[c][1,2,5]thiadiazole-4-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 7-bromo-benzo[c][1,2,5]thiadiazole-4-carbaldehyde(1071224-34-4)
• EPA Substance Registry System: 7-bromo-benzo[c][1,2,5]thiadiazole-4-carbaldehyde(1071224-34-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 1071224-34-4(Hazardous Substances Data)

Usage

General Description

7-bromo-benzo[c][1,2,5]thiadiazole-4-carbaldehyde is a chemical compound with the molecular formula C8H4BrN3OS. It is a carbaldehyde derivative that contains a bromine atom and a thiadiazole ring. 7-bromo-benzo[c][1,2,5]thiadiazole-4-carbaldehyde is often used as an intermediate in organic synthesis and is a versatile building block for creating various functionalized compounds. It has potential applications in the pharmaceutical industry for creating novel drug candidates and in materials science for developing new organic materials with unique properties. Additionally, it has been studied for its potential use in the field of organic electronics and optoelectronic devices due to its electron-accepting properties. Overall, 7-bromo-benzo[c][1,2,5]thiadiazole-4-carbaldehyde is a valuable compound with diverse applications in the field of organic chemistry and related industries.

Upstream product

• 1239277-96-3 4-bromo-7-dibromomethyl-2,1,3-benzothiadiazole 
• 601-87-6 3-methyl-2-nitroaniline 
• 1457-92-7 4-Methyl-2,1,3-benzothiadiazol 
• 2687-25-4 3-methyl-1,2-benzenediamine 
• 1210936-24-5 4-bromo-7-(hydroxymethyl)benzo[c][1,2,5]thiadiazole 
• 2255-78-9 4-bromo-7-(bromomethyl)benzo[c][1,2,5]thiadiazole 
• 2255-80-3 4-bromo-7-methylbenzo[c][1,2,5]thiadiazole 

Downstream Products

• 1335150-10-1 2-((7-bromobenzo[c][1,2,5]thiadiazol-4-yl)methylene)malononitrile 
• 1372129-86-6 (E)-2-cyano-3-(7-(5-(N,N-bis(4-hexyloxyphenyl)-4-aminophenyl)-2,2'-bithien-5'-yl)benzo[c][1,2,5]thiadiazol-4-yl)acrylic acid 
• 1372129-89-9 7-(5-(N,N-bis(4-hexyloxyphenyl)-4-aminophenyl)-2,2'-bithien-5'-yl)benzo[c]-[1,2,5]thiadiazole-4-carbaldehyde 
• 1335150-09-8 2-{[7-(5-(N,N-di-p-tolyl)aminothiophen-2-yl)-2,1,3-benzothiadiazol-4-yl]methylene}malononitrile 
• 1393343-59-3 2-{[7-(5-(N,N-diphenyl)aminothiophen-2-yl)-2,1,3-benzothiadiazol-4-yl]methylene}malononitrile 
• 1393343-60-6 2-{[7-(4-(N,N-diphenyl)aminophenyl)-2,1,3-benzothiadiazol-4-yl]methylene}malononitrile 
• 1393343-58-2 2-[(7-(4-[N,N-bis(4-methylphenyl)amino]phenyl)-2,1,3-benzothia-diazol-4-yl)methylene]propane-dinitrile 

Relevant articles and documents

New low bandgap molecules based on ethylene-separated benzothiadiazoles: Synthesis and bandgap comparison

New ethylene-separated benzothiadiazoles were synthesized for the first time by using a facile procedure, and they showed lower bandgaps than the reported benzothiadiazole-containing compounds. This new benzothiadiazole- containing unit could be introduced into the backbone of the π-conjugated small molecules or polymers to develop new materials with a low bandgap that may have potential applications in optoelectronic fields.

A low-energy-gap organic dye for high-performance small-molecule organic solar cells

A novel donor-acceptor-acceptor (D-A-A) donor molecule, DTDCTB, in which an electron-donating ditolylaminothienyl moiety and an electron-withdrawing dicyanovinylene moiety are bridged by another electron-accepting 2,1,3-benzothiadiazole block, has been synthesized and characterized. A vacuum-deposited organic solar cell employing DTDCTB combined with the electron acceptor C70 achieved a record-high power conversion efficiency (PCE) of 5.81%. The respectable PCE is attributed to the solar spectral response extending to the near-IR region and the ultracompact absorption dipole stacking of the DTDCTB thin film.

Organic light-emitting material containing benzo[c][1,2,5]thiadiazole derivative receptor structural unit and application

The invention provides an organic light-emitting material based on a donor-receptor structure of a benzo[c][1,2,5]thiadiazole-4-aldehyde group receptor and a 2-(benzo[c][1,2,5]thiadiazole-4-methylene)malononitrile receptor and application thereof. The organic light-emitting material is a receptor-donor separation system, wherein the receptor is benzo[c][1,2,5]thiadiazole-4-aldehyde or 2-(benzo[c][1,2,5]thiadiazole-4-methylene) malononitrile, and a donor is carbazole and a derivative or benzoxazine and the like. The lowest unoccupied molecular orbital (LUMO) in the material is located in the receptor, and the highest occupied molecular orbital (HOMO) in the material is located in the donor, so that the molecular orbital energy level of the luminescent material can be effectively regulated and controlled through electrical regulation of the receptor structure and the donor. By regulating and controlling the structure of the light-emitting material or the electron donating capability of the donor, the light-emitting color of material molecules can be conveniently regulated. The organic light-emitting material has the characteristic that the light-emitting color is easy to adjust, andcan be used as a light-emitting material for preparing an OLED device.

Significant improvement of dye-sensitized solar cell performance by small structural modification in π-conjugated donor-acceptor dyes

Two donor-π-acceptor (D-π-A) dyes are synthesized for application in dye-sensitized solar cells (DSSC). These D-π-A sensitizers use triphenylamine as donor, oligothiophene as both donor and π-bridge, and benzothiadiazole (BTDA)/cyanoacrylic acid as acceptor that can be anchored to the TiO2 surface. Tuning of the optical and electrochemical properties is observed by the insertion of a phenyl ring between the BTDA and cyanoacrylic acid acceptor units. Density functional theory (DFT) calculations of these sensitizers provide further insight into the molecular geometry and the impact of the additional phenyl group on the photophysical and photovoltaic performance. These dyes are investigated as sensitizers in liquid-electrolyte-based dye-sensitized solar cells. The insertion of an additional phenyl ring shows significant influence on the solar cells' performance leading to an over 6.5 times higher efficiency (η = 8.21%) in DSSCs compared to the sensitizer without phenyl unit (η = 1.24%). Photophysical investigations reveal that the insertion of the phenyl ring blocks the back electron transfer of the charge separated state, thus slowing down recombination processes by over 5 times, while maintaining efficient electron injection from the excited dye into the TiO 2-photoanode. Copyright