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t-BUTYLDIMETHYLSILYLNITRILE
Boiling Point: 163-5°
Melting Point: 76-8°
Molecular Weight: 141.29
Alternative Name: t-BUTYLDIMETHYLSILYLCYANIDE
Flashpoint: 45°C (113°F)
HMIS Key: 4-2-1-X
Hydrolytic Sensitivity: 8: reacts rapidly with moisture, water, protic solvents
Formula: C7H15NSi
Application: Review of synthetic utility.1
Opens epoxides yielding t-butyldimethylsilyl protected ?-isonitrile alcohols.2
Forms TBS-protected cyanohydrins in good yields.3
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. 120.
2. Gassman, P. et al. J. Org. Chem. 1986, 51, 5010.
3. Golinski, M. et al. J. Org. Chem. 1993, 58, 159.
Tin Compounds
Silanes