(1R,4R,5R)-3-Oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylic acid(CAS: 862174-60-5)

(1R,4R,5R)-3-Oxo-2-oxabicyclo[2.2.1]heptane-5-carboxylic acid is a colorless crystalline solid with a molecular weight of approximately 171.18 g/mol. It has a melting point of 205-206°C and is slightly soluble in water. The acid shows moderate reactivity, particularly in esterification and amide formation reactions. It is commonly used in organic synthesis and pharmaceutical applications.

This compound can be synthesized via a Wittig reaction, using triethylsilyl enolate as the starting material. The process involves the condensation of the enolate with a ketone, followed by dehydration to form the desired acid. The reaction is catalyzed by a strong base such as imidazole, with a yield of up to 85%.

This compound is primarily used in the pharmaceutical industry for the synthesis of various drugs. It also finds applications in the polymer industry as a monomer, in the development of sensors for chemical detection, and in the production of semiconductor materials for electronic devices.

When handling this compound, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Operations should be conducted in a well-ventilated area or a fume hood. In case of spill, neutralize the acid with an appropriate base and dispose of the mixture according to local regulations. Always refer to the safety data sheet (SDS) for detailed handling procedures and emergency response.