The Chemistry of 3,5-Difluoroanisole: Properties, Synthesis, and Reactivity
Understanding the fundamental chemistry of intermediates is crucial for chemists, researchers, and procurement specialists in the chemical industry. 3,5-Difluoroanisole (CAS 93343-10-3) is a molecule of significant interest due to its versatile reactivity and the unique properties imparted by its fluorine substituents and methoxy group. This article explores the key chemical aspects of 3,5-Difluoroanisole, covering its physical and chemical properties, common synthesis routes, and its reactivity profile, providing valuable insights for those looking to buy or utilize this important intermediate.
Physical and Chemical Properties
3,5-Difluoroanisole is typically observed as a clear, colorless to pale yellow liquid. Key properties include:
- Molecular Formula: C7H6F2O
- Molecular Weight: 144.12 g/mol
- Boiling Point: Approximately 145-148°C
- Density: Around 1.234 g/cm³ at 25°C
- Appearance: Colorless to pale yellow liquid
- Purity: Commonly available at ≥98% purity.
- Solubility: Soluble in common organic solvents (e.g., ethanol, ether) but generally insoluble in water.
The presence of two fluorine atoms on the aromatic ring renders the ring electron-deficient, significantly influencing its reactivity, particularly towards nucleophilic substitution reactions. The methoxy group (-OCH3) is an electron-donating group, but its influence is somewhat tempered by the strong electron-withdrawing effect of the fluorine atoms.
Synthesis of 3,5-Difluoroanisole
Several methods can be employed for the synthesis of 3,5-Difluoroanisole. One common approach involves the methylation of 3,5-difluorophenol. This typically proceeds via nucleophilic substitution where the phenoxide anion (generated from 3,5-difluorophenol using a base like potassium carbonate) attacks a methylating agent, such as methyl iodide or dimethyl sulfate.
Another route described in chemical literature involves the nucleophilic aromatic substitution on a suitable precursor, followed by functional group manipulation. For instance, the reaction of polyfluorinated aromatic compounds with methoxide ions in specific solvents can lead to the introduction of the methoxy group. Researchers and manufacturers continuously explore more efficient, greener, and cost-effective synthetic pathways.
Reactivity and Applications
The electron-deficient nature of the aromatic ring in 3,5-Difluoroanisole makes it susceptible to nucleophilic aromatic substitution (SNAr) reactions, especially at positions ortho or para to the electron-withdrawing fluorine atoms. This reactivity is central to its use as an intermediate:
- Pharmaceutical Synthesis: The molecule can undergo reactions to introduce various functional groups, leading to complex structures found in pharmaceutical APIs. For example, substitution reactions can attach amine, hydroxyl, or other crucial moieties.
- Agrochemicals: Similar substitution reactions allow for the incorporation of 3,5-difluoroanisole into active ingredients for pesticides and herbicides.
- Material Science: Its structure can be modified to create monomers for specialty polymers or components for liquid crystal displays, where the fluorination imparts desirable thermal and optical properties.
For those seeking to buy 3,5-Difluoroanisole, understanding these chemical principles helps in appreciating its value and potential. As a reliable manufacturer and supplier, we offer high-quality 3,5-Difluoroanisole and can provide detailed technical information to support your projects. Contact us to learn more about its properties, availability, and competitive pricing for bulk purchases.
Perspectives & Insights
Agile Reader One
“The presence of two fluorine atoms on the aromatic ring renders the ring electron-deficient, significantly influencing its reactivity, particularly towards nucleophilic substitution reactions.”
Logic Vision Labs
“The methoxy group (-OCH3) is an electron-donating group, but its influence is somewhat tempered by the strong electron-withdrawing effect of the fluorine atoms.”
Molecule Origin 88
“Synthesis of 3,5-DifluoroanisoleSeveral methods can be employed for the synthesis of 3,5-Difluoroanisole.”