5-Formyl-2-thiophenecarboxylic acid(CAS: 4565-31-5)

5-Formyl-2-thiophenecarboxylic acid is a white crystalline solid with a molecular weight of approximately 180.22 g/mol. It has a pKa of 5.4 and is slightly soluble in water. The compound is reactive towards nucleophiles and can undergo reactions such as esterification and condensation. It is stable under normal conditions but should be stored at room temperature away from direct sunlight and moisture.

5-Formyl-2-thiophenecarboxylic acid is typically synthesized by the reaction of 2-thiophenecarboxylic acid with formic acid in the presence of a suitable catalyst, such as p-toluenesulfonic acid. The reaction involves esterification and the introduction of a formyl group, yielding a yield of around 75-85%. The product is purified by recrystallization from an appropriate solvent.

5-Formyl-2-thiophenecarboxylic acid is used in various industries, including pharmaceuticals, where it serves as a precursor in the synthesis of drug candidates. It also finds applications in polymers for functionalization, sensors for detecting organic compounds, and semiconductors for doping purposes. Its unique chemical properties make it a versatile reagent in organic chemistry research.

When handling 5-Formyl-2-thiophenecarboxylic acid, ensure proper Personal Protective Equipment (PPE) including gloves, safety glasses, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight and moisture. Fume hoods should be used during handling and synthesis to minimize exposure. In case of a spill, neutralize the acid with a base and dispose of the waste according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed information and guidelines.