2-(Trimethylsilyl)thiazole

Autor: Pedro Merino, Alessandro Dondoni, María Garranzo, María M. Zarzuelo, Francisco Sánchez-Sancho
Rok vydání: 2008
Předmět:
Zdroj: e-EROS Encyclopedia of Reagents for Organic Synthesis
DOI: 10.1002/047084289x.rt337.pub2
Popis: [79265-30-8] C6H11NSSi (MW 157.34) InChI = 1S/C6H11NSSi/c1-9(2,3)6-7-4-5-8-6/h4-5H,1-3H3 InChIKey = VJCHUDDPWPQOLH-UHFFFAOYSA-N (useful formyl anion equivalent;1 effective one-carbon homologating reagent of alkoxy aldehydes, amino aldehydes, and dialdoses2) Physical Data: bp 51–53 °C/10 mmHg; d 0.992 g mL−1; nD 1.4980. Solubility: insol H2O; very sol CH2Cl2, diethyl ether, THF. Form Supplied in: liquid; widely available. Analysis of Reagent Purity: 1H and 13C NMR. Purification: distillation under reduced pressure. Preparative Method: although 2-(trimethylsilyl)thiazole 1 is commercially available, it can be easily prepared on a multigram scale from 2-bromothiazole, n-Butyllithium, and Chlorotrimethylsilane as shown in eq 1.3 (1) Handling, Storage, and Precautions: is stable upon storage under an inert atmosphere in a refrigerator. Nevertheless, it should be freshly distilled for best results. Irritating to the eyes, respiratory system, and skin. Wear suitable protective clothing, gloves and eye/face protection. Use in a fume hood.
Databáze: OpenAIRE