(1R,5S)-5-[Dimethyl(phenyl)silyl]-2-(hydroxymethyl)-2-cyclopentene-1-carboxylic acid(CAS: 649761-21-7)

(1R,5S)-5-[Dimethyl(phenyl)silyl]-2-(hydroxymethyl)-2-cyclopentene-1-carboxylic acid is a white to off-white crystalline solid with a molecular weight of approximately 308.37 g/mol. It has a very low solubility in water (less than 0.1 g/L at 25°C) but is soluble in common organic solvents such as dichloromethane and acetone. The compound exhibits moderate reactivity due to the presence of a carboxylic acid and an alcohol functional group, which can participate in esterification and other acid-base reactions.

(1R,5S)-5-[Dimethyl(phenyl)silyl]-2-(hydroxymethyl)-2-cyclopentene-1-carboxylic acid can be synthesized through a multi-step process involving silylation, nucleophilic substitution, and acidification. Commonly, a cyclopentene derivative is first silylated using dimethyl(phenyl)silyl chloride, followed by a nucleophilic substitution to introduce the hydroxymethyl group, and finally, acidification to form the carboxylic acid. The reaction typically proceeds with high selectivity and moderate to good yield.

(1R,5S)-5-[Dimethyl(phenyl)silyl]-2-(hydroxymethyl)-2-cyclopentene-1-carboxylic acid finds applications in the pharmaceutical industry for the synthesis of complex organic molecules. It is also utilized in the polymer industry for the modification of polymers, and in the semiconductor industry for the production of functional materials. Additionally, it has potential uses in the development of sensors due to its chemical reactivity.

When handling (1R,5S)-5-[Dimethyl(phenyl)silyl]-2-(hydroxymethyl)-2-cyclopentene-1-carboxylic acid, it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. In case of skin contact, wash the affected area with copious amounts of water. If swallowed, seek medical attention immediately without inducing vomiting. Always refer to the Safety Data Sheet (SDS) for detailed handling and emergency procedures.