Overview
2,5-Difluorophenylethanone is a fluorinated aromatic ketone with the molecular formula C8H6F2O. It serves as a versatile intermediate in organic synthesis, particularly in the pharmaceutical and agrochemical industries. The compound’s structure features a carbonyl group adjacent to a difluorinated benzene ring, which enhances its reactivity in nucleophilic addition and substitution reactions. Its synthesis typically involves Friedel-Crafts acylation of 1,4-difluorobenzene or halogen-exchange reactions. Due to its fluorine substituents, it offers unique electronic and steric properties, making it valuable for designing bioactive molecules. Industrial-scale production requires strict control over purity to meet regulatory standards for API manufacturing.
Physical and Chemical Properties
2,5-Difluorophenylethanone exists as a colorless to pale yellow liquid or low-melting crystalline solid, depending on temperature and purity. It has a molecular weight of 156.13 g/mol and exhibits moderate volatility, with a boiling point around 210-215°C. The compound is lipophilic, dissolving readily in organic solvents like ethanol, acetone, and dichloromethane but showing limited water solubility. Key chemical properties include its reactivity as a ketone, participating in Grignard reactions, reductions, and condensations. The fluorine atoms inductively withdraw electron density, making the carbonyl carbon more electrophilic. This property is exploited in fine chemical synthesis to achieve selective transformations under mild conditions.
Main Applications
The primary use of 2,5-difluorophenylethanone is as a building block for pharmaceuticals, including antihypertensive and antiviral agents. Fluorinated aromatic ketones are favored in drug design for their metabolic stability and ability to modulate bioavailability. For example, this compound may serve as a precursor to protease inhibitors or kinase-targeted therapies. In agrochemicals, it contributes to the synthesis of herbicides and fungicides, where fluorine atoms enhance soil persistence and target specificity. Additionally, it is employed in materials science for creating fluorinated polymers with improved thermal and chemical resistance. Niche applications include liquid crystals and OLED materials.
Safety and Storage
2,5-Difluorophenylethanone is classified as an irritant, requiring precautions to avoid skin, eye contact, or inhalation. Laboratory handling mandates gloves, goggles, and fume hoods. Spills should be contained with inert absorbents and disposed of as hazardous waste. Storage conditions are critical to maintaining stability. The compound should be kept in tightly sealed amber glass or HDPE containers under nitrogen or argon to prevent oxidation and moisture absorption. Refrigeration (2-8°C) is recommended for long-term storage, though freezing should be avoided to prevent container cracking. Shelf life typically exceeds two years when stored properly.
B2B Procurement Guide
When procuring 2,5-difluorophenylethanone, prioritize suppliers with ISO certification or cGMP compliance for pharmaceutical-grade material. Key procurement criteria include purity (≥98%, verified by HPLC or GC), batch-to-batch consistency, and documentation (COA, MSDS). Bulk purchases (kilograms or more) often reduce unit costs; negotiate contracts with terms for repeat orders. Consider regional suppliers (e.g., China for cost efficiency, EU/US for regulatory assurance). Logistics should ensure temperature-controlled transport if required. For R&D, smaller quantities (1-100g) are available from specialty chemical distributors. Always audit supplier QC processes and request samples for in-house validation.
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