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CAS 13731-82-3

2,5-Dibromoterephthalic Acid TCI D3994

2,5-Dibromoterephthalic Acid TCI D3994
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Description

TCI D3994 2,5-Dibromoterephthalic Acid (CAS 13731-82-3) is an aromatic dicarboxylic acid bearing two bromine atoms at the 2 and 5 positions of the benzene ring, complementing two carboxylic acid groups fixed at the para positions. This symmetrical arrangement makes it a highly valued non-heterocyclic building block in materials synthesis and supramolecular chemistry laboratories. The two carboxylate groups act as coordination nodes toward metal ions, while the two bromine atoms provide reactive handles for a range of cross-coupling reactions, so a single molecule can be developed in two distinct functional directions.

The characteristics that lead researchers to select this compound are its geometric clarity and its openness to modification. The linear symmetry of the carboxylic acid groups at the para positions yields a predictable linker when the molecule is used to construct metal-organic frameworks, while the bromine substituents add electronic weight and open pathways to Suzuki-Miyaura coupling, Sonogashira coupling, and metal-catalysed nucleophilic substitution. As a crystalline solid carrying free acid groups, the compound is easy to weigh accurately, can be purified by recrystallisation, and dissolves reasonably well in polar solvents.

In Indonesian laboratories, this building block is typically found in university and institutional research groups working on porous coordination materials, functional polymers, and multi-step organic synthesis. It suits work where a rigid, symmetrical scaffold must be extended or decorated over several synthetic steps. Researchers preparing framework materials, conjugated systems, or halogen-functionalised intermediates rely on reagents of this type for reproducible results across repeated batches and student projects.

Laboratory Applications

  • Metal-organic framework construction: the para-oriented carboxylate groups form a linear, predictable linker geometry that coordinates metal ions into ordered porous networks.
  • Suzuki-Miyaura cross-coupling: the two aryl bromide positions serve as reliable reactive handles for forming new carbon-carbon bonds with boronic acid partners.
  • Sonogashira coupling for conjugated systems: the bromine substituents allow alkynyl groups to be introduced symmetrically, extending conjugation in two directions from one core.
  • Metal-catalysed nucleophilic substitution: the activated bromine sites accept a variety of nucleophiles, letting researchers tailor electronic and steric properties of the aromatic core.
  • Supramolecular and multi-step synthesis scaffolds: the dual functionality lets the free acid groups and the halogen positions be addressed separately in sequential synthetic steps.

Specifications

  • Brand: TCI
  • CAS Number: 13731-82-3
  • Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
  • Pack sizes: available in standard TCI catalogue pack sizes; please confirm the required quantity when ordering
  • Physical form: crystalline solid with free carboxylic acid groups
  • Storage: keep in a cool, dry place in a tightly closed container

Handling and Storage

Store the container tightly closed in a cool, dry, well-ventilated area away from moisture, direct sunlight, and sources of heat. The original supplier container is preferred; if transferring, use clean glass or chemically compatible bottles with secure closures and clear labelling that includes the compound name and CAS number. Handle the solid in a fume hood or well-ventilated workspace to avoid generating and inhaling dust, and wear safety goggles, gloves, and a laboratory coat. Keep the material separated from strong bases and strong oxidising agents, use dry spatulas when weighing to prevent contamination, and consult the manufacturer's safety data sheet before use and for disposal guidance.

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