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N-Cyclohexylhydroxylamine hydrochloride is used in the preparation of 4-carbethoxy-2-cyclohexyl-5-(2H)-isoxazolone and hexahydroisoxazolequinoline analogs. It is also used in the preparation of N-cyclohexyl nitrone by reaction with aldehyde. Further, it acts as a hydroxylamination reagent for allyl esters. In addition to this, it serves as a reagent in the conversion of 1,2-dicarboxylic acids to alfa-beta-unsaturated carboxylic acids.
Nitrone precursor by reaction of the free base with aldehydes. The nitrones derived from ɑ-chloro aldehydes readily undergo silver catalyzed cycloadditions with unactivated alkenes: Helv. Chim. Acta, 55, 2187 (1972); 56, 2950, 2961, 2975 (1973).
Saubern, S.; Macdonald, J. M.; Ryan, J. H.; Woodgate, R. C. J.; Louie, T. S.; Fuchter, M. J.; White, J. M.; Holmes, A. B. Tricyclic-isoxazolidine analogues via intramolecular 1,3-dipolar cycloaddition reactions of nitrones. Tetrahedron 2010, 66 (14), 2761-2767.
Meng, L.; Wang, S. C.; Fettinger, J. C.; Kurth, M. J.; Tantillo, D. J. Controlling Selectivity for Cycloadditions of Nitrones and Alkenes Tethered by Benzimidazoles: Combining Experiment and Theory. Eur. J. Org. Chem. 2009, 2009 (10), 1578-1584.
Gefahrenhinweise (EU): H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.