In the landscape of chemical synthesis, certain compounds stand out due to their inherent versatility and broad applicability. (3-Methoxyphenyl)acetonitrile, identified by its CAS number 19924-43-7, is one such pivotal molecule. Its chemical structure, featuring a methoxy-substituted phenyl ring linked to an acetonitrile group, endows it with a unique reactivity profile that makes it an invaluable intermediate in numerous synthetic pathways, particularly within the pharmaceutical and fine chemical sectors. This article explores its fundamental chemical properties and the diverse applications it enables.

The chemical character of (3-Methoxyphenyl)acetonitrile is defined by the interplay of its functional groups. The methoxy group (-OCH3) on the meta position of the phenyl ring is an electron-donating group, which activates the aromatic ring towards electrophilic substitution, typically directing incoming electrophiles to the ortho and para positions relative to itself. Concurrently, the nitrile group (-C≡N) is electron-withdrawing and possesses a polar triple bond, making it susceptible to nucleophilic attack and reduction. The methylene (-CH2-) group adjacent to the nitrile is also activated, making its protons acidic and capable of deprotonation by strong bases, thus enabling carbon-carbon bond formation through alkylation reactions.

Understanding the properties of 3-methoxyphenylacetonitrile is key to appreciating its utility. It presents as a colorless to light yellow liquid, with a density of approximately 1.1 g/cm³. Its boiling point is around 286.4 °C at standard atmospheric pressure, indicating its thermal stability. The melting point is low, at 8 °C, meaning it remains liquid under typical laboratory conditions. Its flash point is notably high at 98.9 °C, contributing to safer handling and storage protocols. The refractive index is also an important parameter for identification and quality control.

The primary role of (3-Methoxyphenyl)acetonitrile is as a crucial organic synthesis intermediate. It acts as a fundamental building block in the creation of more complex organic molecules. For instance, it is a precursor in the synthesis of various biologically active compounds, including pharmaceuticals and agrochemicals. Its ability to undergo transformations at both the nitrile and the benzylic positions makes it highly adaptable for constructing intricate molecular architectures.

The CAS 19924-43-7 applications are widespread in research and industry. It is employed in the synthesis of isoflavones, which have shown potential as inhibitors of cell proliferation. Furthermore, its derivatives are explored for their antispasmodic and immunogenic properties. The compound's established utility solidifies its position in the realm of pharmaceutical intermediate production, where precision and purity are non-negotiable. For manufacturers and researchers, sourcing high-quality (3-Methoxyphenyl)acetonitrile is essential for successful outcomes in their synthetic endeavors.

In summary, (3-Methoxyphenyl)acetonitrile is a highly valuable chemical entity due to its rich chemical properties and extensive application potential. Its role in facilitating complex organic synthesis underscores its importance in driving innovation in the pharmaceutical and fine chemical industries. As research continues to uncover new pathways and applications, this compound is poised to remain a critical component in the advancement of chemical sciences.