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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Aplicaciones
El clorhidrato de N-ciclohexilhidroxilamina se utiliza en la preparación de análogos de la 4-carbetoxi-2-ciclohexil-5-(2H)-isoxazolona y la hexahidroisoxazolequinolina. También se utiliza en la preparación de nitrona de N-ciclohexil por reacción con el aldehído. Además, actúa como un reactivo de hidroxilaminación para los ésteres de alilo y sirve como reactivo en la conversión de ácidos 1,2-dicarboxílicos en ácidos carboxílicos alfa-beta-insaturados.
Solubilidad
Soluble en agua.
Notas
Higroscópico. Sensible a la humedad. Incompatible con agentes oxidantes fuertes.
RUO – Research Use Only
General References:
- 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.