Trimethylsilyl Azide
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Trimethylsilyl Azide
Trimethylsilyl azide ((CH3)3SiN3) is a chemical compound used as a reagent in organic chemistry. Preparation Trimethylsilyl azide is commercially available. It may be prepared by the reaction of trimethylsilyl chloride and sodium azide: : TMSCl + NaN3 → TMSN3 + NaCl (TMS = (CH3)3Si) Applications It is considered a safer alternative to hydrazoic acid in many reactions; however, over time it will hydrolyze to hydrazoic acid, and therefore must be stored free of moisture. It has been used in the Oseltamivir total synthesis Oseltamivir total synthesis concerns the total synthesis of the antiinfluenza drug oseltamivir marketed by Hoffmann-La Roche under the trade name ''Tamiflu''. Its commercial production starts from the biomolecule shikimic acid harvested from Chines .... Safety Trimethylsilyl azide is incompatible with moisture, strong oxidizing agents, and strong acids. In 2014, a graduate student at the University of Minnesota was injured in an explosion that occurred in ...
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Hydrazoic Acid
Hydrazoic acid, also known as hydrogen azide or azoimide, This also contains a detailed description of the contemporaneous production process. is a compound with the chemical formula . It is a colorless, volatile, and explosive liquid at room temperature and pressure. It is a compound of nitrogen and hydrogen, and is therefore a pnictogen hydride. It was first isolated in 1890 by Theodor Curtius. The acid has few applications, but its conjugate acid, conjugate base, the azide ion, is useful in specialized processes. Hydrazoic acid, like its fellow mineral acids, is soluble in water. Undiluted hydrazoic acid is dangerously explosive with a standard enthalpy of formation ΔfHo (l, 298K) = +264 kJ/mol. When dilute, the gas and aqueous solutions (<10%) can be safely prepared but should be used immediately; because of its low boiling point, hydrazoic acid is enriched upon evaporation and condensation such that dilute solutions incapable of explosion can form droplets in the headspace o ...
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