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1-(TRIMETHYLSILOXY)-1,3-BUTADIENE
Boiling Point: 131°
Molecular Weight: 142.27
Specific Gravity: 0.811
Flashpoint: 25°C (77°F)
HMIS Key: 2-3-1-X
Hydrolytic Sensitivity: 7: reacts slowly with moisture/water
Formula: C7H14OSi
Refractive Index: 1.4480
Application: Review of synthetic utility.1
Reacts with phenylsulfenyl chlorides at ?-position.2
Used in efficient enantioselective synthesis of tamiflu.3
Undergoes Diels-Alder reactions with high stereoselectivity.4
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. 677-680.
2. Fleming, I. et al. Tetrahedron Lett. 1979, 20, 3205.
3. Yamatsugu, K. et al. Angew. Chem., Int. Ed. Engl. 2009, 48, 1070.
4. Rigby, J. H.; Kierkus, P. C. J. Am. Chem. Soc. 1989, 111, 4125.
Silanes
Silanes