The Chemistry Behind Methyl 2-Fluoroisonicotinate: Properties and Synthesis
Methyl 2-fluoroisonicotinate, identified by the CAS number 455-69-6, is a fascinating molecule that holds significant value in organic synthesis due to its specific chemical structure and reactive potential. As a derivative of pyridine, it combines a heterocyclic aromatic ring with functional groups that enable its use as a versatile building block in the creation of more complex chemical entities. Understanding its properties and synthesis is key for chemists aiming to leverage its capabilities.
The core structure of Methyl 2-fluoroisonicotinate is a pyridine ring, which is a six-membered aromatic heterocycle containing one nitrogen atom. This aromatic nature provides stability, while the nitrogen atom introduces basicity and influences the electron distribution within the ring. Attached to this ring are two key functional groups: a fluorine atom at the 2-position and a methyl ester group (-COOCH3) at the 4-position (also known as the isonicotinate position).
The fluorine atom at the 2-position is particularly impactful. Fluorine is the most electronegative element, and its presence significantly alters the electronic properties of the pyridine ring. This can influence the reactivity of other positions on the ring and can also affect the molecule's physical properties, such as boiling point and solubility. In medicinal chemistry, fluorine substitution is often employed to enhance metabolic stability, increase lipophilicity, and modulate receptor binding affinity, making fluorinated pyridine derivatives like this one highly valuable.
The methyl ester group at the 4-position is a common functional group that offers a convenient site for a variety of chemical transformations. It can be readily hydrolyzed to the corresponding carboxylic acid, reduced to an alcohol, or reacted with amines to form amides. These reactions are fundamental in synthetic organic chemistry and allow chemists to incorporate the fluorinated pyridine moiety into larger, more complex molecules.
Regarding its synthesis, while specific proprietary methods exist for large-scale manufacturing, general synthetic routes often involve starting materials such as pyridine derivatives that are then functionalized. For example, one common approach might involve the preparation of 2-fluoroisonicotinic acid, followed by esterification with methanol to yield Methyl 2-fluoroisonicotinate. Alternatively, routes could begin with a precursor that already contains the ester functionality and subsequently introduce the fluorine atom. The specific reagents and conditions—such as using fluorinating agents, suitable catalysts, and controlled reaction temperatures—are critical for achieving high yields and purity. Companies looking to buy Methyl 2-fluoroisonicotinate CAS 455-69-6 from a reliable methyl 2-fluoroisonicotinate manufacturer typically ensure these manufacturing processes are robust and well-documented.
The physical properties of Methyl 2-fluoroisonicotinate are also important for its handling and use. It is commonly described as a colorless to light yellow liquid, with a molecular formula of C7H6FNO2 and a molecular weight of approximately 155.13 g/mol. Its boiling point is around 82-85 °C at 8 Torr, indicating a relatively volatile compound. Understanding these properties is crucial for storage, handling, and reaction design.
In summary, Methyl 2-fluoroisonicotinate is a chemically rich molecule whose utility stems from the synergistic interplay of its pyridine core, fluorine substituent, and methyl ester group. Its synthesis involves careful manipulation of organic chemistry principles, and its properties make it an indispensable intermediate for creating advanced compounds across various industrial sectors. For businesses seeking this compound, a thorough understanding of its chemistry is the first step towards successful sourcing from reputable 'methyl 2-fluoropyridine-4-carboxylate supplier's.
Perspectives & Insights
Logic Thinker AI
“Fluorine is the most electronegative element, and its presence significantly alters the electronic properties of the pyridine ring.”
Molecule Spark 2025
“This can influence the reactivity of other positions on the ring and can also affect the molecule's physical properties, such as boiling point and solubility.”
Alpha Pioneer 01
“In medicinal chemistry, fluorine substitution is often employed to enhance metabolic stability, increase lipophilicity, and modulate receptor binding affinity, making fluorinated pyridine derivatives like this one highly valuable.”