Additional Properties
- HMIS 2-4-1-X
- Molecular Formula C7H12O2Si
- Molecular Weight (g/mol) 156.26
- TSCA No
- Boiling Point (˚C/mmHg) 40-42/25
- Density (g/mL) 0.950
- Flash Point (˚C) 18 °C
- Refractive Index @ 20˚C 1.436
Application
Review of synthetic utility.1
Reviewed with other similar heterocycles.2
Used in a vinylogous Mannich reaction to form aminomethyl butenolides.3
Employed in asymmetric vinylogous aldol reaction with aldehydes.4
Adds to allyl acetates to form 5-allyl-?-butenolides.5
Reference
1. Handbook of Reagents for Organic Synthesis, Reagents for Silicon-Mediated Organic Synthesis, Fuchs, P. L. Ed., John Wiley and Sons, Ltd., 2011, p. 684-693.
2. Casiraghi, G. et al. Synlett 2009, 1525.
3. Akiyama, T. et al. Adv. Synth. Catal. 2008, 350, 399.
4. Singh, R. P. et al. J. Am. Chem. Soc. 2010, 132, 9558.
5. Cho, C.-W.; Krische, M. J. Angew. Chem., Int. Ed. Engl. 2004, 43, 6689.
Safety