甲氧基胺盐酸盐化学性质熔点:151-154°C(lit.)沸点:105-110°C密度:1.1g/mLat25°C折射率:n20/D1.4021储存条件:Sealedindry,RoomTemperature溶解度:alcohol:soluble(lit.)形态:CrystallinePowder颜色:Whitetoveryfaintyellow水溶Chemicalbook解性:SOLUBLE敏感性:HygroscopicMerck:14,5989BRN:3589723InChIKey:XNXVOSBNFZWHBV-UHFFFAOYSA-NCAS数据库:593-56-6(CASDataBaseReference)EPA化学物质信息:O-Methylhydroxylaminehydrochloride(593-56-6)
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Methoxyamine hydrochloride is a widely utilized chemical reagent in organic synthesis and pharmaceutical research, primarily serving as a potent agent for the derivatization of carbonyl compounds. With the Chemical Abstracts Service (CAS) registry number 5935-56-2, this compound exists as a white to off-white crystalline powder or solid. Its molecular formula is C2H8ClNO, corresponding to a molecular weight of approximately 97.54 g/mol. Structurally, it consists of a methoxyamine group protonated by hydrochloric acid, which enhances its stability and solubility in polar solvents compared to free base methoxyamine.
The primary application of methoxyamine hydrochloride lies in its ability to react selectively with aldehydes and ketones to form stable oximes. This reaction is fundamental in analytical chemistry, particularly in gas chromatography-mass spectrometry (GC-MS) analysis of biological samples. By converting volatile carbonyls into their oxime derivatives, analysts can improve thermal stability and detectability without significant decomposition during high-temperature separation processes. Furthermore, this reagent is extensively employed in metabolic profiling studies to identify and quantify endogenous metabolites containing carbonyl groups in complex matrices such as urine, blood, and tissue homogenates.
In medicinal chemistry, methoxyamine hydrochloride serves as a crucial building block for synthesizing various nitrogen-containing heterocycles and bioactive molecules. It acts as a nucleophile in substitution reactions, facilitating the construction of complex drug scaffolds. Additionally, it finds use in polymer chemistry and materials science for functionalizing surfaces with specific amine functionalities. Due to its hygroscopic nature, the reagent must be stored in tightly sealed containers under dry conditions to prevent degradation. While generally safe when handled with standard laboratory precautions, it should be treated as an irritant, requiring appropriate personal protective equipment during manipulation. Overall, methoxyamine hydrochloride remains an indispensable tool for researchers aiming to modify carbonyl structures efficiently and reliably across diverse scientific disciplines.