5,6-Dibromo-2,1,3-benzothiadiazole TCI D4064

Name: TCI D4064 18392-81-9 5,6-Dibromo-2,1,3-benzothiadiazole
Brand: TCI
SKU: TCI2510D406424548
Price: 8677200.0 IDR
Availability: InStock

Rp 8.677.200,00

Sale Sold out

Shipping calculated at checkout.

Berat 5g

Pembayaran hanya melalui request quotation dan dilakukan setelah tim kami menghubungi Anda. Mohon cantumkan nomor WhatsApp aktif untuk konfirmasi pesanan & pembuatan invoice. Estimasi pengiriman 4-5 minggu setelah pembayaran.

Description

TCI D4064 5,6-Dibromo-2,1,3-benzothiadiazole is a heterocyclic building block consisting of a benzothiadiazole core carrying two bromine atoms at the 5 and 6 positions. The benzothiadiazole core itself is widely recognized as a strong electron-withdrawing unit in organic materials chemistry, while the two bromine atoms act as reactive connection points for a range of transition metal-catalyzed cross-coupling reactions. In the laboratory, this compound serves as a monomer and a key intermediate in the assembly of conjugated polymers, small-molecule semiconductors, and purpose-designed dyes and fluorescent probes.

The characteristic that makes this material a preferred choice is its ability to act as an acceptor unit within donor–acceptor architectures. When paired with electron-rich units such as thiophene, fluorene, or carbazole through Suzuki, Stille, or Sonogashira coupling, the benzothiadiazole core narrows the energy band gap and shifts both absorption and emission toward longer wavelengths. The adjacent positioning of the two bromine atoms provides a distinctive substitution pattern that is useful for constructing fused frameworks as well as branched structures. The thermal stability of this heterocyclic core is also advantageous during synthetic and processing steps.

In Indonesian laboratories, this building block is typically used in university and institutional research groups working on organic electronics, materials chemistry, and synthetic organic chemistry. It is commonly handled in multi-step synthesis programs where a defined acceptor unit is required, and in the preparation of fluorescent compounds for sensing and imaging studies. Researchers usually order it as part of a broader set of coupling partners and catalysts for planned reaction campaigns.

Laboratory Applications

Conjugated polymer synthesis: the dibrominated core functions as a ready acceptor monomer that can be polymerized with electron-rich comonomers through metal-catalyzed cross-coupling to build extended conjugated backbones.
Donor–acceptor small molecule construction: the strong electron-withdrawing benzothiadiazole unit pairs with donor fragments to narrow the energy band gap and tune electronic behavior in a controlled way.
Suzuki, Stille, and Sonogashira coupling chemistry: both bromine atoms serve as reliable reactive handles, allowing single or double coupling with thiophene, fluorene, or carbazole partners.
Fluorescent dye and probe development: the core shifts absorption and emission toward longer wavelengths, which supports the design of tailored luminescent probes for laboratory sensing work.
Fused and branched framework building: the neighboring 5,6-substitution pattern gives a distinctive geometry suited to assembling fused ring skeletons and branched molecular architectures.

Specifications

Brand: TCI
CAS number: 18392-81-9
Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
Product code: D4064
Pack sizes: available in standard TCI research pack sizes; please confirm the size required when ordering
Storage: keep in a tightly closed container, protected from light and moisture

Handling and Storage

Store the material in its original tightly closed container in a cool, dry, well-ventilated area, protected from light and moisture and kept away from strong oxidizing agents. Amber glass or the supplier's original packaging is suitable for keeping the contents dry and shielded from light. Handle only in a chemical fume hood using appropriate personal protective equipment, including safety glasses, gloves, and a laboratory coat. Avoid generating dust, avoid inhalation and skin contact, and close the container promptly after weighing. Consult the manufacturer's safety data sheet before use, and dispose of residues and contaminated materials through your institution's chemical waste procedures.