28681-49-4

Basic information

• Product Name: 4,7-DibroMo-5,6-diMethyl-2,1,3-benzothiadiazole
• Synonyms: 4,7-DibroMo-5,6-diMethyl-2,1,3-benzothiadiazole;4,7-dibromo-5,6-dimethyl-benzo[1,2,5]thiadiazole
• CAS NO: 28681-49-4
• Molecular Formula: C₈H₆Br₂N₂S
• Molecular Weight: 322.01964
• Mol File: 28681-49-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 363.497 °C at 760 mmHg
• Flash Point: 173.637 °C
• Appearance: /
• Density: 1.959 g/cm³
• PKA: -2.59±0.50(Predicted)
• CAS DataBase Reference: 4,7-DibroMo-5,6-diMethyl-2,1,3-benzothiadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4,7-DibroMo-5,6-diMethyl-2,1,3-benzothiadiazole(28681-49-4)
• EPA Substance Registry System: 4,7-DibroMo-5,6-diMethyl-2,1,3-benzothiadiazole(28681-49-4)

Safety Data

• Hazardous Substances Data: 28681-49-4(Hazardous Substances Data)

Usage

General Description

4,7-Dibromo-5,6-dimethyl-2,1,3-benzothiadiazole is a chemical compound with the molecular formula C9H6Br2N2S. It is a heterocyclic compound containing a benzothiadiazole ring with two bromine substituents and two methyl groups. 4,7-Dibromo-5,6-dimethyl-2,1,3-benzothiadiazole is used as a building block in the synthesis of organic electronic materials, such as polymers and small molecules for use in organic electronic devices like organic solar cells and light-emitting diodes. Its unique structure and properties make it a valuable compound in the field of organic electronics, where its electron-accepting and conjugated properties are exploited for various applications.

Upstream product

• 3171-45-7 4,5-dimethyl-1,2-phenylenediamine 
• 1887-60-1 5,6-dimethylbenzo-2,1,3-thiadiazole 

Relevant articles and documents

Chalcogen Bonding “2S–2N Squares” versus Competing Interactions: Exploring the Recognition Properties of Sulfur

Chalcogen bonding (CB) is the focus of increased attention for its applications in medicinal chemistry, materials science, and crystal engineering. However, the origin of sulfur's recognition properties remains controversial, and experimental evidence for supporting theories is still emerging. Here, a comprehensive evaluation of sulfur CB interactions is presented by investigating 2,1,3-benzothiadiazole X-ray crystallographic structures gathered from the Cambridge Structure Database (CSD), Protein Data Bank (PDB), and own laboratory findings. Through the systematic analysis of substituent effects on a subset library of over thirty benzothiadiazole derivatives, the competing interactions have been categorized into four main classes, namely 2S–2N CB square, halogen bonding (XB), S???S, and hydrogen-bonding (HB). A geometric model is employed to characterize the 2S–2N CB square motifs and discuss the role of electrostatic, dipole, and orbital contributions toward the interaction.

Synthesis and characterization of carbazole-based copolymers containing benzothiadiazole derivative for polymer light-emitting diodes

A new thermally robust electroluminescent (EL) carbazole-based-conjugated copolymer, including poly[3,7-(N-hexylcarbazole)-co-4,7-{5,6-bis(3,7- dimethyloctylo-xymethyl)-2,1,3-(benzothiadiazole)}] (PCz-co-P2C10BT) was synthesized and used to fabricate the efficient polymer light-emitting diodes (PLEDs). The glass transition temperature of the PCz-co-P2C 10BT (105C) was found to be higher than that of poly(9,9- dialkylfluorene) derivatives. We fabricated PLEDs in ITO/PEDOT/light-emitting polymer/Alq3/LiF/Al configuration. The new copolymer was found to have green emission color (523nm). The maximum brightness and external quantum efficiency of PCz-co-P2C10BT were 260 cd/m2 at 14V and 0.22%, respectively.