Methyl cis-3-hydroxymethylcyclopentane-1-carboxylate(CAS: 58240-93-0)

Methyl cis-3-hydroxymethylcyclopentane-1-carboxylate is a colorless liquid with a molecular weight of approximately 144.19 g/mol. It has a pKa of about 4.5. The compound is moderately soluble in water but highly soluble in organic solvents like ethanol and acetone. It exhibits moderate reactivity, primarily undergoing ester hydrolysis and esterification reactions. It crystallizes in the monoclinic system and has a melting point of around 30°C and a boiling point of about 165°C.

Methyl cis-3-hydroxymethylcyclopentane-1-carboxylate is typically synthesized via a condensation reaction between methyl acetoacetate and cyclopentanone in the presence of a Lewis acid catalyst such as aluminium trichloride. The reaction proceeds with high selectivity and yield, producing the desired cis isomer with a yield of over 90%. The reaction conditions are mild, usually carried out at room temperature and under vacuum to remove byproducts.

Methyl cis-3-hydroxymethylcyclopentane-1-carboxylate is used in various industries, including pharmaceuticals for the synthesis of certain drugs, polymers as a monomer or intermediate, and in the production of sensors for detecting specific chemical species. It also finds applications in the semiconductor industry as a precursor for the production of functional materials with specific electronic properties.

When handling Methyl cis-3-hydroxymethylcyclopentane-1-carboxylate, appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn. The compound should be stored in a well-ventilated area and handled under a fume hood to minimize exposure. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and safety information.