Methyl 3-(trimethylsilyl)-4-pentenoate(CAS: 185411-12-5)

Methyl 3-(trimethylsilyl)-4-pentenoate is a colorless liquid with a molecular weight of approximately 176.27 g/mol. It has a high boiling point of 160-162°C and a density of about 0.88 g/cm³. This compound is poorly soluble in water but miscible with organic solvents. It exhibits low reactivity under normal conditions, but can undergo hydrolysis in the presence of strong acids or bases. It is stable under acidic and neutral conditions but should be handled under an inert atmosphere to avoid moisture exposure.

Methyl 3-(trimethylsilyl)-4-pentenoate is typically synthesized via the Wittig reaction, where 4-pentenoyl chloride reacts with trimethylsilyl triflate in the presence of a base like triethylamine. The reaction is conducted under an inert atmosphere to prevent side reactions. This method provides good yields and high selectivity, with the product being purified by distillation or column chromatography.

Methyl 3-(trimethylsilyl)-4-pentenoate is used in the pharmaceutical industry for the synthesis of various organic compounds. It is also employed in the polymer industry for the modification of polymers and in the semiconductor industry as a precursor for organosilicon compounds. Additionally, it has applications in the development of chemical sensors and as a reagent in analytical chemistry.

When handling Methyl 3-(trimethylsilyl)-4-pentenoate, it is important to use appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight and heat sources. It should be used in a well-ventilated area or under a fume hood to avoid inhalation of vapors. In case of a spill, it should be cleaned up immediately using appropriate absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal guidelines.