3-bromo-2-thiophenecarboxylic acid, CAS No. 7311-64-0

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7311-64-0

Catalog No. EBD880284

CAS 7311-64-0

Name 3-bromo-2-thiophenecarboxylic acid

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Basic Information

Synonyms: 3-bromothiophene-2-carboxylate 3-Bromo-2-thiophenecarboxylicacid 3-Bromothiophene-2-carboxylicacid 3-bromo-thiophene-2-carboxylicacid 3-Brom-thiophen-2-carbonsaeure 2-(3-Bromothienyl)carboxylicacid

Molecular Formula: C5H3BrO2S

Molecular Weight: 207.05

MDL Number: MFCD00052291

Categories: Materials Chemistry > Optoelectronic and Organic Semiconductor Materials > Thiophene, Pyrene, and Fluorene Derivatives Synthetic Chemistry > Organic Building Blocks > Halogenated Compounds

Product Description:

3-Bromothiophene-2-carboxylic acid is an important heterocyclic building block characterized by a thiophene ring substituted with a bromine atom at the 3-position and a carboxylic acid group at the 2-position. This bifunctional structure makes it a versatile precursor in synthetic chemistry. Its primary and most significant application is in the field of materials science, particularly in the synthesis of organic semiconductors and conjugated polymers. The molecule serves as a key monomer or intermediate for constructing thiophene-based π-conjugated systems, which are fundamental components in organic field-effect transistors (OFETs), organic photovoltaics (OPVs), and organic light-emitting diodes (OLEDs). The bromine atom facilitates cross-coupling reactions (e.g., Suzuki, Stille), while the carboxylic acid group allows for further functionalization or polymerization. As a synthetic intermediate, it is also widely used in academic and industrial research to prepare more complex thiophene derivatives, pharmaceuticals, and ligands for catalysis. It is commercially available from major chemical suppliers for research purposes.

Physical Properties

Melting Point: 197-201 °C(lit.)

Boiling Point: 318 °C at 760 mmHg

Flash Point: 146.1 °C

Density: 1.923 g/cm3

Analytical Data

Appearance: white to light yellow crystal powder