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Thermo Scientific Chemicals
N-Cyclohexylhydroxylamine hydrochloride, 98%
CAS: 25100-12-3 | C6H14ClNO | 151.634 g/mol
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Chemical Identifiers
CAS25100-12-3
IUPAC Namehydrogen N-cyclohexylhydroxylamine chloride
Molecular FormulaC6H14ClNO
InChI KeySSVAHXZUFFSFER-UHFFFAOYSA-N
SMILES[H+].[Cl-].ONC1CCCCC1
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Specifications
Specification Sheet
Specification SheetFormCrystals or powder or crystalline powder or lumps or fused solid
Appearance (Color)White to cream to pale brown or pink
Assay (Titration ex Chloride)≥97.5 to ≤102.5%
Identification (FTIR)Conforms
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.
Applications
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.
Solubility
Soluble in water.
Notes
Hygroscopic. Moisture sensitive. Incompatible with strong oxidizing agents.
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.
Solubility
Soluble in water.
Notes
Hygroscopic. Moisture sensitive. Incompatible with strong oxidizing agents.
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.