Production Method 1

2713-34-0

916483-58-4

Reaction Conditions

1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  3.5 h, 80 °C
2.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  -78 °C; 2 h, -78 °C
2.2 -78 °C; -78 °C → rt
2.3 Reagents: Sodium hydroxide Solvents: Water ;  basified
2.4 Reagents: Hydrochloric acid Solvents: Water ;  acidified
3.1 Reagents: 2,2,2-Trichloroacetyl chloride ,  Triethylamine Solvents: Dichloromethane ;  0 - 5 °C; 5 min, 0 - 5 °C

Reference

Novel synthesis of differentially substituted 5,7-dialkoxyquinazolin-4-ones

Foote, Kevin M.; et al, Synthetic Communications, 2008, 38(15), 2575-2583

Production Method 2

916483-56-2

916483-58-4

Reaction Conditions

1.1 Reagents: 2,2,2-Trichloroacetyl chloride ,  Triethylamine Solvents: Dichloromethane ;  0 - 5 °C; 5 min, 0 - 5 °C

Reference

Novel synthesis of differentially substituted 5,7-dialkoxyquinazolin-4-ones

Foote, Kevin M.; et al, Synthetic Communications, 2008, 38(15), 2575-2583

Production Method 3

144891-25-8

916483-58-4

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  -78 °C; 2 h, -78 °C
1.2 -78 °C; -78 °C → rt
1.3 Reagents: Sodium hydroxide Solvents: Water ;  basified
1.4 Reagents: Hydrochloric acid Solvents: Water ;  acidified
2.1 Reagents: 2,2,2-Trichloroacetyl chloride ,  Triethylamine Solvents: Dichloromethane ;  0 - 5 °C; 5 min, 0 - 5 °C

Reference

Novel synthesis of differentially substituted 5,7-dialkoxyquinazolin-4-ones

Foote, Kevin M.; et al, Synthetic Communications, 2008, 38(15), 2575-2583

4-ethoxy-2,6-difluorobenzonitrile Raw materials

• 3,5-Difluorophenol
• 4-ethoxy-2,6-difluorobenzoic Acid
• 1-ethoxy-3,5-difluorobenzene

4-ethoxy-2,6-difluorobenzonitrile Preparation Products

• 4-ethoxy-2,6-difluorobenzonitrile (916483-58-4)

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• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers Phenol ethers
• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers

Comprehensive Overview of 4-Ethoxy-2,6-difluorobenzonitrile (CAS No. 916483-58-4): Properties, Applications, and Industry Insights

4-Ethoxy-2,6-difluorobenzonitrile (CAS No. 916483-58-4) is a specialized organic compound gaining attention in pharmaceutical and agrochemical research due to its unique molecular structure. This fluorinated benzonitrile derivative features an ethoxy group at the 4-position and two fluorine atoms at the 2- and 6-positions, making it a valuable intermediate for synthesizing complex molecules. Recent studies highlight its role in developing crop protection agents and bioactive molecules, aligning with the growing demand for sustainable agriculture solutions.

The compound's physicochemical properties include a molecular weight of 183.16 g/mol and a purity typically exceeding 97%. Its lipophilicity (LogP ≈ 2.3) and hydrogen bonding capacity make it particularly useful in drug discovery pipelines. Researchers are exploring its potential as a building block for kinase inhibitors, a hot topic in oncology research, where fluorinated aromatic compounds show improved metabolic stability. The presence of both electron-withdrawing cyano and electron-donating ethoxy groups creates interesting electronic effects for structure-activity relationship studies.

In material science, 4-ethoxy-2,6-difluorobenzonitrile serves as a precursor for liquid crystal materials and advanced polymers. The fluorine atoms enhance thermal stability while the nitrile group enables polymerization reactions. This dual functionality addresses current industry needs for high-performance electronic materials, particularly in flexible display technologies. Manufacturers are optimizing synthetic routes to improve yield, with recent patents disclosing novel palladium-catalyzed cyanation methods for large-scale production.

Environmental considerations are shaping the compound's applications. Its low bioaccumulation potential (BCF < 100) and moderate biodegradability make it preferable to persistent halogenated compounds. Analytical methods like HPLC-UV and GC-MS have been validated for quality control, with detection limits below 0.1%. These advancements respond to stringent regulatory requirements in the EU and North America for fluorinated organic compounds.

Market trends indicate growing demand for custom fluorination services incorporating this intermediate. The global fine chemicals market is projected to reach $236 billion by 2027, with fluorinated intermediates accounting for 18% growth. Suppliers are addressing common queries about storage conditions (recommended at 2-8°C under inert gas) and compatibility with common solvents (DMSO, ethanol, dichloromethane). Technical documents now include QSAR predictions and in silico toxicity profiles to support regulatory submissions.

Recent publications demonstrate innovative applications in catalysis and supramolecular chemistry. The compound's ability to form halogen bonds with electron donors is being exploited in crystal engineering. Academic and industrial researchers frequently search for synthetic protocols, spectroscopic data (characteristic ¹⁹F NMR shift at -110 to -115 ppm), and safety handling guidelines, reflecting practical needs in laboratory settings.

Quality standards have evolved with ISO certification requirements for high-purity intermediates. Batch-to-batch consistency is verified through multidimensional analytical techniques including LC-HRMS and X-ray crystallography. The compound's photostability under UV light makes it suitable for photoactive formulations, an emerging area in materials science. Technical bulletins now provide detailed structure-property relationships to guide formulation scientists.

Future developments may explore its use in metal-organic frameworks (MOFs) and covalent organic polymers (COPs). The compound's rigid aromatic core and directional bonding capabilities align with design principles for porous materials. With increasing interest in green chemistry, researchers are investigating solvent-free synthesis approaches and biocatalytic fluorination methods to produce this valuable intermediate.

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