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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Dimethoxybenzenes
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Methoxybenzenes Dimethoxybenzenes
• Solvents and Organic Chemicals Organic Compounds Hydrocarbons

Comprehensive Guide to 4-Fluoro-1,2-dimethoxybenzene (CAS No. 398-62-9): Properties, Applications, and Industry Insights

4-Fluoro-1,2-dimethoxybenzene (CAS No. 398-62-9), also known as 4-fluoro-veratrole, is a fluorinated aromatic compound with significant relevance in organic synthesis and specialty chemical industries. Its molecular structure combines a benzene ring substituted with two methoxy groups (-OCH₃) and a fluorine atom, offering unique electronic and steric properties. This fluorinated dimethoxybenzene derivative is increasingly sought after for its role in pharmaceuticals, agrochemicals, and advanced material research.

The compound's CAS registry number 398-62-9 ensures precise identification in global chemical databases, while its systematic name, 1,2-dimethoxy-4-fluorobenzene, reflects its IUPAC nomenclature. Recent trends in green chemistry and sustainable synthesis have spurred interest in fluorinated building blocks like 4-Fluoro-1,2-dimethoxybenzene, as researchers explore eco-friendly halogenation methods and atom-efficient reactions. Industry reports highlight a growing demand for such intermediates in OLED materials and pharmaceutical scaffolds, particularly for kinase inhibitor development.

From a synthetic perspective, 398-62-9 demonstrates remarkable versatility. The electron-withdrawing fluorine atom and electron-donating methoxy groups create a polarized aromatic system ideal for cross-coupling reactions like Suzuki-Miyaura or Buchwald-Hartwig animations. Laboratories frequently employ this compound as a precursor for flavonoid analogs and bioactive heterocycles, with patent literature citing its use in antiviral and anti-inflammatory agent development. Analytical characterization typically involves GC-MS, HPLC, and NMR spectroscopy, with the fluorine-19 NMR signal serving as a distinctive fingerprint.

Material science applications leverage the compound's thermal stability (decomposition temperature >200°C) and solubility profile (soluble in ethanol, acetone, and dichloromethane). Recent studies in liquid crystal formulations utilize 4-Fluoro-1,2-dimethoxybenzene derivatives as mesogenic cores, capitalizing on their dipole moment alignment capabilities. The compound's logP value of approximately 2.1 makes it particularly valuable in medicinal chemistry optimization, addressing permeability challenges in drug candidates.

Regulatory and safety aspects of CAS 398-62-9 follow standard organic compound handling protocols, requiring proper ventilation and personal protective equipment. While not classified as hazardous under major chemical inventories, its flash point around 110°C necessitates careful storage away from ignition sources. Environmental fate studies indicate moderate biodegradability, prompting manufacturers to develop waste minimization strategies aligned with REACH compliance principles.

Market intelligence reveals expanding applications in electronic chemicals, where fluorinated aromatics enhance charge transport in organic semiconductors. The compound's crystallographic properties have been characterized through X-ray diffraction, revealing intermolecular interactions valuable for crystal engineering applications. As the fine chemicals industry shifts toward high-value intermediates, 4-Fluoro-1,2-dimethoxybenzene maintains steady demand with projected CAGR of 5-7% through 2030, particularly in Asia-Pacific research hubs.

Emerging research explores the compound's potential in metal-organic frameworks (MOFs) as a functional linker, leveraging its rigid geometry and coordination sites. Synthetic methodologies continue to evolve, with recent flow chemistry approaches demonstrating improved yield and purity compared to batch processes. These advancements align with industry demands for process intensification and quality by design (QbD) principles in specialty chemical manufacturing.

For researchers sourcing 398-62-9, technical specifications typically require ≥98% purity by HPLC analysis, with residual solvent levels controlled per ICH guidelines. Leading suppliers provide custom synthesis options and isotope-labeled versions (e.g., ¹³C or ²H) for metabolic studies. The compound's UV-Vis spectrum (λ_max ~275 nm) makes it detectable at trace levels, supporting analytical method development for impurity profiling in complex matrices.

• 450-93-1(4-Fluoro-2-methoxyphenol)
• 72955-97-6(5-Fluoro-2-methoxyphenol)
• 246029-17-4(4,5-Difluoro-2-methoxyphenol)
• 394-64-9(1-Fluoro-2,3-dimethoxybenzene)
• 73943-41-6(2-Fluoro-6-methoxyphenol)
• 203059-80-7(1,2-Difluoro-4,5-dimethoxybenzene)
• 456-49-5(1-fluoro-3-methoxybenzene)
• 52189-63-6(1-Fluoro-3,5-dimethoxybenzene)
• 100231-56-9(Dibenzo[b,e][1,4]dioxin,2,3,7,8-tetrafluoro-)
• 125960-77-2(Ethanol,2-(2-ethoxy-5-fluorophenoxy)-)