(3aR,6aS)-Tetrahydro-1H-cyclopenta[c]furan-1,3(3aH)-dione(CAS: 35878-28-5)

(3aR,6aS)-Tetrahydro-1H-cyclopenta[c]furan-1,3(3aH)-dione is a crystalline solid with a molecular weight of approximately 134.16 g/mol. It is poorly soluble in water but soluble in organic solvents such as ethanol and acetone. Chemically, it is relatively stable but reactive under acidic or basic conditions. It has a melting point of 165-167°C and a boiling point of 220-225°C.

(3aR,6aS)-Tetrahydro-1H-cyclopenta[c]furan-1,3(3aH)-dione can be synthesized via the Wittig reaction or the Claisen condensation of appropriate precursors. The Wittig reaction involves the reaction of an aldehyde or ketone with a phosphonium ylide, while the Claisen condensation requires an ester and a phenol. The yield can be up to 80-90%, with good regioselectivity and stereoselectivity.

(3aR,6aS)-Tetrahydro-1H-cyclopenta[c]furan-1,3(3aH)-dione is used in the pharmaceutical industry for the synthesis of bioactive compounds. It is also utilized in polymer research for developing new materials with specific properties. Additionally, it finds applications in the production of sensors and semiconductors due to its unique structural features.

When handling (3aR,6aS)-Tetrahydro-1H-cyclopenta[c]furan-1,3(3aH)-dione, protective gloves, safety goggles, and lab coats should be worn. Work should be conducted in a well-ventilated area or fume hood to avoid inhalation. Spills should be cleaned up with appropriate absorbent materials, and the area should be thoroughly rinsed with water. Always refer to the Material Safety Data Sheet (MSDS) for detailed guidelines and emergency procedures.