Diethyl 3-hydroxy-1,1-cyclobutanedicarboxylate(CAS: 99974-66-0)

Diethyl 3-hydroxy-1,1-cyclobutanedicarboxylate is a crystalline solid at room temperature with a molecular weight of approximately 188.2 g/mol. It has a low solubility in water but is soluble in common organic solvents like ethanol and acetone. Chemically, it is reactive towards nucleophiles and can undergo esterification and ester exchange reactions. It is typically stable under normal storage conditions, but it may decompose under strong acidic or basic conditions.

Diethyl 3-hydroxy-1,1-cyclobutanedicarboxylate can be synthesized via the condensation of 3-hydroxy-1,1-cyclobutanedicarboxylic acid with diethyl malonate in the presence of a base like sodium hydride. The reaction is typically carried out in anhydrous dimethylformamide (DMF) at room temperature. The yield is usually around 85%, and the reaction is highly selective, producing a pure diester product.

Diethyl 3-hydroxy-1,1-cyclobutanedicarboxylate is used in various industries, including pharmaceuticals, where it serves as a precursor for the synthesis of certain drugs. It is also utilized in the polymer industry for modifying properties of polymers and in the production of sensors and semiconductors due to its unique chemical structure.

When handling Diethyl 3-hydroxy-1,1-cyclobutanedicarboxylate, chemical gloves and safety glasses should be worn to protect against skin contact and eye irritation. Work should be conducted in a well-ventilated area or inside a fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate personal protective equipment, and the area should be flushed with water. Always consult the Safety Data Sheet (SDS) for detailed emergency procedures and storage recommendations.