5-Chlorothiophene-2-carboxylic acid, CAS No. 24065-33-6

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24065-33-6

Catalog No. EBD27731

CAS 24065-33-6

Name 5-Chlorothiophene-2-carboxylic acid

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Basic Information

Synonyms: 5-Chloro-2-thiophenecarboxylicacid 5-Chlorothiophene-2-carboxylicacid 5-chlorothiophene-2-carboxylate 2-Thiophenecarboxylicacid,5-chloro- 2-Chlorothiophene-5-formicacid 5-Chlorothiophene-2-carboxilicacid 2-chlorothiophene-5-carboxylicacid chlorothiophenedicarboxylicacid 5-chloro-2-thiophenecarboxylicaci

Molecular Formula: C5H3ClO2S

Molecular Weight: 162.59

MDL Number: MFCD00041426

Categories: Materials Chemistry > Optoelectronic and Organic Semiconductor Materials > Thiophene, Pyrene, and Fluorene Derivatives

Product Description:

2-Chlorothiophene-5-carboxylic acid is an important heterocyclic aromatic compound featuring a thiophene ring substituted with a chlorine atom at the 2-position and a carboxylic acid group at the 5-position. This bifunctional structure makes it a versatile building block in synthetic chemistry. Its primary and most significant application is as a key precursor in the synthesis of advanced organic electronic materials. The thiophene core is a fundamental unit in conjugated systems for organic semiconductors. The carboxylic acid group allows for further functionalization, such as esterification or amidation, to create complex molecules used in organic field-effect transistors (OFETs), organic photovoltaics (OPVs), and organic light-emitting diodes (OLEDs). The chlorine atom serves as a reactive handle for cross-coupling reactions (e.g., Suzuki, Stille) to extend the π-conjugated system. As a synthetic intermediate, it is also employed in pharmaceutical and agrochemical research for constructing thiophene-containing bioactive molecules. It is typically handled as a solid and requires storage in a cool, dry place.

Physical Properties

Melting Point: 154-158 °C(lit.)

Boiling Point: 287 °C at 760 mmHg

Flash Point: 127.4 °C

Density: 1.572 g/cm3

Analytical Data

Appearance: White to light yellow crystal powder