The Chemistry of 3-Bromo-5-fluoroanisole: Properties and Applications
In the intricate world of chemical synthesis, understanding the properties and potential applications of specific intermediates is key to successful research and development. 3-Bromo-5-fluoroanisole (CAS 29578-39-0) is one such compound, valued for its unique chemical structure and versatile reactivity. This article explores the fundamental chemistry of 3-Bromo-5-fluoroanisole and its significance in various industrial applications.
3-Bromo-5-fluoroanisole is an aromatic organic compound with the molecular formula C7H6BrFO. It is characterized by a benzene ring substituted with a methoxy group (-OCH3), a bromine atom at the 3-position, and a fluorine atom at the 5-position. This specific arrangement of functional groups dictates its chemical behavior and utility.
Key Chemical Properties:
- Appearance: Typically a pale yellow liquid.
- Purity: High purity levels, commonly ≥99.0%, are essential for its applications.
- Molecular Weight: 205.02 g/mol.
- Boiling Point: Approximately 94 °C at 17 mmHg.
- Density: Around 1.59 g/cm³.
- Refractive Index: Typically between 1.5360-1.5400.
- Solubility: Soluble in common organic solvents, but sparingly soluble in water.
- Stability: It is light-sensitive and should be stored at 2-8°C in a well-ventilated, dry environment with containers kept tightly closed.
Synthesis and Reactivity:
The synthesis of 3-Bromo-5-fluoroanisole often involves the reaction of 1-Bromo-3,5-difluorobenzene with sodium methoxide in a suitable solvent like DMF. This nucleophilic aromatic substitution reaction replaces one of the fluorine atoms with a methoxy group. The resulting compound, 3-Bromo-5-fluoroanisole, is then typically purified through standard chemical processes.
The reactivity of 3-Bromo-5-fluoroanisole is largely defined by its halogen substituents. The bromine atom is highly susceptible to metal-catalyzed cross-coupling reactions, allowing for the formation of new carbon-carbon bonds. This is crucial for constructing more complex molecular structures. The fluorine atom, being more electronegative, influences the electron density of the aromatic ring and can impact regioselectivity in subsequent reactions.
Applications in Industry:
The primary application of 3-Bromo-5-fluoroanisole is as a pharmaceutical intermediate. It is a valuable building block for synthesizing various APIs and experimental drug compounds. Its inclusion in a synthetic route can contribute to enhanced biological activity, improved pharmacokinetic properties, or increased metabolic stability of the final drug molecule.
Beyond pharmaceuticals, it also finds use in:
- Agrochemicals: Development of new pesticides, herbicides, and fungicides.
- Material Science: Creation of specialty polymers, dyes, or electronic materials where specific chemical properties are desired.
- General Organic Synthesis: As a versatile intermediate for academic and industrial research into new chemical entities.
Sourcing High-Quality 3-Bromo-5-fluoroanisole
For professionals in the chemical industry, securing a reliable supply of high-quality 3-Bromo-5-fluoroanisole is essential. NINGBO INNO PHARMCHEM CO.,LTD. is a leading manufacturer and supplier of this critical intermediate. We ensure that our product meets stringent purity standards (≥99.0%) and provide comprehensive technical data to support your synthesis requirements. We offer competitive pricing and efficient global logistics, making us an ideal partner for your procurement needs. If you are looking to buy 3-Bromo-5-fluoroanisole, we invite you to contact us for a quotation and to discuss your specific project needs.
Perspectives & Insights
Silicon Analyst 88
“This nucleophilic aromatic substitution reaction replaces one of the fluorine atoms with a methoxy group.”
Quantum Seeker Pro
“The resulting compound, 3-Bromo-5-fluoroanisole, is then typically purified through standard chemical processes.”
Bio Reader 7
“The reactivity of 3-Bromo-5-fluoroanisole is largely defined by its halogen substituents.”