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N,O-BIS(TRIMETHYLSILYL)HYDROXYLAMINE
Specific Gravity: 0.830
Flashpoint: 28°C (82°F)
HMIS Key: 2-3-1-X
Hydrolytic Sensitivity: 7: reacts slowly with moisture/water
Formula: C6H19NOSi2
Refractive Index: 1.4110
Application: Review of synthetic utility.1
Lithiated derivative reacts w/ aldehydes and ketones to give hydroxyimines.2,3
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. 75-76.
2. King, F. D. et al. J. Chem. Soc., Chem. Commun. 1978, 351.
3. Hoffmann, R. V.; Buntain, G. A. Synthesis, 1987, 831.
Fieser: F&F: Vol. 6, p 58.