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Oct . 16, 2024 11:25 Back to list

o-benzylhydroxylamine hydrochloride cas 2687-43-6



O-Benzylhydroxylamine Hydrochloride A Versatile Reagent in Organic Synthesis


O-Benzylhydroxylamine hydrochloride, with the CAS number 2687-43-6, is a chemical compound that plays a significant role in organic chemistry, particularly in the synthesis of various nitrogen-containing compounds. As a derivative of hydroxylamine, this compound possesses unique reactivity that makes it particularly useful for chemists in academic and industrial laboratories.


Chemical Structure and Properties


O-Benzylhydroxylamine hydrochloride is characterized by its benzyl group attached to the nitrogen atom of hydroxylamine, which enhances its hydrophobic properties compared to simpler hydroxylamines. Its hydrochloride form ensures compound stability and solubility in polar solvents, making it suitable for various reaction conditions. The molecular formula of O-benzylhydroxylamine is C7H10N1O1, and the presence of the hydroxylamine functionality imparts specific nucleophilic qualities crucial for various chemical transformations.


Applications in Organic Chemistry


One of the primary applications of O-benzylhydroxylamine hydrochloride is its use as a reagent for the detection and quantitative analysis of carbonyl compounds. This property is particularly valuable in synthesizing amines, oximes, and related derivatives. In particular, it facilitates the conversion of aldehydes and ketones into their corresponding oximes, which can serve as intermediates for further synthetical transformations or as intermediates in the pharmaceutical industry.


Additionally, O-benzylhydroxylamine hydrochloride is employed in the synthesis of amides and can also act as a protecting group for carbonyl functionalities in complex molecular architectures. Its ability to selectively bind and modify carbonyl groups allows chemists to refine the synthetic pathways in the creation of complex organic molecules.


o-benzylhydroxylamine hydrochloride cas 2687-43-6

o-benzylhydroxylamine hydrochloride cas 2687-43-6

Role in Medicinal Chemistry

Beyond its role in organic synthesis, O-benzylhydroxylamine hydrochloride has garnered attention in medicinal chemistry. Its derivatives have been studied for potential applications in drug discovery and development. For example, certain derivatives of hydroxylamine have shown promise as inhibitors in various enzymatic reactions, acting on targets relevant to treating multiple diseases, including cancer and bacterial infections.


Moreover, compounds containing hydroxylamine functionalities have been investigated for their anti-inflammatory and antioxidant properties, making them potential candidates for therapeutic use. The modification of O-benzylhydroxylamine can lead to the development of more effective pharmaceuticals with improved bioactivity and reduced side effects.


Safety and Handling


As with many organic compounds, proper safety precautions should be taken when handling O-benzylhydroxylamine hydrochloride. It is essential to be aware of its potential irritant effects and to use appropriate personal protective equipment (PPE) such as gloves and goggles when working with this reagent. Furthermore, laboratories should be equipped with adequate ventilation to minimize inhalation risks.


Conclusion


O-Benzylhydroxylamine hydrochloride stands out as a versatile reagent in the realm of organic synthesis and medicinal chemistry. Its unique structural properties and ability to selectively interact with carbonyl groups make it invaluable for synthetic chemists. As research continues to uncover new applications and derivatives, the significance of O-benzylhydroxylamine hydrochloride in chemical synthesis and pharmaceutical development is likely to grow, further solidifying its role in advancing organic chemistry.


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