Chemical Properties
Colorless to light yellow liqui
Physical properties
bp 51–53 °C/10 mmHg; d 0.992 g mL?1; nD 1.4980.
Uses
2-(Trimethylsilyl)thiazole is used as formyl anion equivalent; effective one-carbon homologating reagent of alkoxy aldehydes, amino aldehydes, and
dialdoses.It takes part in the reactions of Homologation of Aldehydes, Metalation and Reactivity with Electrophiles, Cross-coupling Reactions, etc.
Preparation
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.
