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Flashpoint: 54°C (129°F)
HMIS Key: 3-2-1-X
Hydrolytic Sensitivity: 7: reacts slowly with moisture/water
Application: Review of synthetic utility.1
Reacts with aldehydes and ketones to form protected oximes.2
Can be used to generate nitrosoalkenes in the absence of nucleophiles.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. 124-125.
2. Denmark, S. E. et al. J. Org. Chem. 1984, 49, 4741.
3. Denmark, S. E.; Dappen, M. S. J. Org. Chem. 1984, 49, 798.
Fieser: F&F: Vol. 2, p 85.