The Chemistry Behind 4-Fluoro-3-methoxybenzonitrile: Properties and Reactivity
Understanding the fundamental chemistry of an intermediate is crucial for its effective application in synthesis. 4-Fluoro-3-methoxybenzonitrile (CAS: 243128-37-2), supplied by NINGBO INNO PHARMCHEM CO.,LTD, is a compound whose utility stems directly from its unique structural features and resulting reactivity. As a dedicated manufacturer and supplier, we aim to provide our clients with not only high-quality products but also insights into their chemical behavior.
The molecular formula C₈H₆FNO reveals a relatively small organic molecule with a molecular weight of approximately 151.14 g/mol. Its structure is a benzene ring substituted with three functional groups: a fluorine atom at the para position to the nitrile, a methoxy group at the meta position, and the nitrile group itself. This specific arrangement dictates its chemical properties and its role as a versatile intermediate.
One of the most significant aspects of its chemistry is the influence of the fluorine atom. Fluorine is highly electronegative, and its presence can significantly alter the electron distribution within the aromatic ring. The C-F bond is strong, contributing to the overall stability of the molecule. In terms of reactivity, the electron-withdrawing nature of fluorine can activate the aromatic ring for certain nucleophilic substitution reactions, especially when conjugated with other electron-withdrawing groups like the nitrile.
The nitrile group (-C≡N) is a highly versatile functional group. Its carbon atom is electrophilic due to the polarization of the triple bond, making it susceptible to nucleophilic attack. It can be readily hydrolyzed to form carboxylic acids or amides, reduced to primary amines, or participate in cycloaddition reactions such as the [2+3] cycloaddition to form heterocycles. These transformations are foundational in building more complex molecular architectures, making 4-Fluoro-3-methoxybenzonitrile a valuable precursor.
The methoxy group (-OCH₃) is an electron-donating group via resonance, although it is electron-withdrawing inductively. Its presence influences the overall electronic character of the benzene ring and can direct electrophilic aromatic substitution reactions. In the context of 4-Fluoro-3-methoxybenzonitrile, the interplay between the electron-withdrawing fluorine and nitrile groups and the electron-donating methoxy group creates a nuanced reactivity profile that synthetic chemists can exploit for selective transformations.
Physically, 4-Fluoro-3-methoxybenzonitrile typically presents as a white to off-white powder, indicating a solid state at room temperature. Its melting point is around 109°C, a characteristic that aids in its identification and quality assessment. While it exhibits limited solubility in water due to its aromatic nature, it is generally soluble in common organic solvents, which is essential for its use in various reaction media.
As a responsible manufacturer and supplier, NINGBO INNO PHARMCHEM CO.,LTD ensures that our 4-Fluoro-3-methoxybenzonitrile meets rigorous specifications. We invite researchers and manufacturers to contact us to learn more about its chemical properties and to request a quote for purchasing. Understanding the chemistry behind this intermediate is the first step towards unlocking its full potential in your applications.
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