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1‐[(Trimethylsilyl)methyl]‐1H‐Benzotriazole

Stanisław Rachwał
Published 2009 · Chemistry

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[122296-00-8] C10H15N3Si (MW 205.34) InChI = 1S/C10H15N3Si/c1-14(2,3)8-13-10-7-5-4-6-9(10)11-12-13/h4-7H,8H2,1-3H3 InChIKey = VRGRHLJMRVGQCS-UHFFFAOYSA-N (preparation of ketones, carboxylic acids, and fused heterocycles) Physical Data: mp 55–56 °C. Solubility: well soluble in most organic solvents. Form Supplied in: colorless needles. Analysis of Reagent Purity: 1H NMR (CDCl3) δ 7.80–7.60 (m, 1H), 7.20–6.80 (m, 3H), 4.00 (s, 2H), 0.20 (s, 9H); 13C NMR (CDCl3) δ 145.4, 133.6, 126.5, 123.4, 119.5, 109.4, 38.7, −2.1. Preparative Methods: 1-[(trimethylsilyl)methyl]-1H-benzotriazole is readily prepared in a reaction of sodium benzotriazolide with chloromethyltrimethylsilane.1 Purification: recrystallization from hexanes. Handling, Storage, and Precautions: the material is stable in ambient atmosphere, but it is slowly decomposed by water, especially in the presence of acids, bases, or fluoride anions.
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