Acetaldehyde Oxime, identified by its CAS number 107-29-9, is a fundamental chemical compound widely recognized for its versatility and critical role in organic synthesis. Also known as Acetaldoxime, Ethanal Oxime, or N-Hydroxyethanimine, this compound has a molecular formula of C2H5NO and a molecular weight of approximately 59.07 g/mol. It stands as one of the simplest oxime-containing compounds, making it an indispensable building block in various industrial processes.

Physically, Acetaldehyde Oxime can appear as a white solid or a colorless to slightly yellow clear liquid. It exhibits interesting polymorphic behavior, forming two distinct needle-like crystal structures: the α-form, with a melting point around 44-47 °C, and the β-form, melting at approximately 12 °C. The liquid form is characterized by a pungent odor and is notably highly flammable. Key physical properties include a density of about 0.97 g/cm3, a boiling point near 115 °C at 760 mmHg, and a flash point of 40 °C. It demonstrates good solubility in water, at about 299 g/L, and is miscible in ethanol, further enhancing its utility in diverse chemical reactions.

Chemically, Acetaldehyde Oxime is highly reactive and can function as both an acid and a base, owing to its acidic proton on the hydroxyl group and a basic nitrogen atom. It typically exists as a mixture of its Z and E stereoisomers, also known as syn and anti forms, which can influence its reactivity and specific applications. The E stereoisomer, for instance, can be isolated through careful crystallization of a distilled E/Z mixture, showcasing the compound's complex chemical nature.

The production of Acetaldehyde Oxime is typically achieved through the controlled reaction of pure acetaldehyde with hydroxylamine. This synthesis often occurs under heating and in the presence of a base, such as calcium oxide (CaO), which facilitates the reaction under mild conditions to yield high quantities of the desired oxime. This straightforward yet effective synthesis route underscores its accessibility and widespread industrial adoption.

Acetaldehyde Oxime's chemical versatility is further highlighted by its diverse range of reactions. It can undergo selective alkylation, particularly through deprotonation with strong bases like n-butyllithium at low temperatures, leading to excellent yields of α-alkylated oximes. Furthermore, heating Acetaldehyde Oxime in the presence of specific catalysts, such as nickel(II) acetate or silica gel, can induce its rearrangement into acetamide. It is also a valuable precursor for the synthesis of various heterocycles; for example, its chlorination followed by dehydrochlorination yields acetonitrile N-oxide, a 1,3-dipole widely used in 1,3-dipolar cycloadditions to create 2-isoxazolines, crucial for building more complex molecular structures.

The primary application of Acetaldehyde Oxime lies in its role as a vital intermediate in advanced chemical synthesis processes. It is particularly significant for its commercial application in the agricultural sector, serving as a key precursor for the production of several important pesticides. Notable examples include Methylthioacetaldoxime (CAS: 1053-36-7), Thiodicarb (CAS: 59669-26-0), and Alanycarb (CAS: 83130-01-2). Its consistent quality makes it an ideal raw material for such demanding applications, ensuring the efficacy and reliability of the final products.

For ensuring optimal performance and longevity, Acetaldehyde Oxime should be stored in a cool, well-ventilated area, away from sources of ignition, given its flammable nature. Typical product specifications often include an assay of ≥98.0%, ensuring high purity, and appearance as a white solid or colorless clear liquid, conforming to stringent quality controls. Standard packaging usually involves 25 kg drums, though customized packaging options are often available to meet specific customer requirements. When seeking a reliable Acetaldehyde Oxime manufacturer or Acetaldoxime supplier, it is essential to consider purity and consistent supply. For those looking to buy Acetaldehyde Oxime or inquire about the Acetaldehyde Oxime price, comprehensive product information and quality assurance should be primary considerations. Our commitment ensures a high-quality product for all your chemical synthesis needs, facilitating seamless purchase of Acetaldoxime for various industrial applications.