454-16-0 | 2-Fluoro-5-nitroanisole

CAS:454-16-0 | 2-Fluoro-5-nitroanisole,Description

2-Fluoro-5-nitroanisole, also known as 5-fluoro-2-nitrophenyl methyl ether, is a chemical compound with the molecular formula C7H6FNO3. It is an off-white to yellow to brown powder or crystals.

Synthesis Analysis

The synthesis of 2-Fluoro-5-nitroanisole involves the reaction of 2,4-difluoro-1-nitrobenzene with methanol in the presence of potassium tert-butoxide (PTB) at 0°C. The reaction mass is stirred at 0°C for 15-30 minutes, then the temperature is raised to 20°C and the reaction mass is stirred at 20°C for 4 hours.

Molecular Structure Analysis

The molecular structure of 2-Fluoro-5-nitroanisole is represented by the InChI code: 1S/C7H6FNO3/c1-12-7-4-5(8)2-3-6(7)9(10)11/h2-4H,1H3. The molecular weight of the compound is 171.13.

Physical And Chemical Properties Analysis

2-Fluoro-5-nitroanisole has a density of 1.3±0.1 g/cm3. Its boiling point is 245.8±20.0 °C at 760 mmHg. The compound has a molar refractivity of 39.5±0.3 cm3. It has 4 H bond acceptors and 2 freely rotating bonds.

Scientific Research Applications

• 5-Fluoro-2-nitroanisole 
  • Application: This compound is often used as a reagent in the synthetic preparation of imidazopyridines.
  • Results or Outcomes: The outcome of using this reagent would be the successful synthesis of imidazopyridines, which are a class of compounds with potential applications in medicinal chemistry.
• 2-Fluoro-4-nitroanisole 
  • Application: This compound has been used as an alternative biochemical photoprobe for proteins.
  • Method of Application: In photolabeling studies, the compound would be introduced to a protein solution and then exposed to light. The light causes the photoreactive group in the compound to form a covalent bond with the protein, allowing for further analysis.
  • Results or Outcomes: The use of this compound as a photoprobe can help researchers understand the structure and function of proteins.

Safety And Hazards

2-Fluoro-5-nitroanisole is classified as a skin irritant (Category 2), eye irritant (Category 2), and may cause respiratory irritation (Category 3). It is advised to avoid breathing mist, gas, or vapours, and to avoid contact with skin and eyes. Use of personal protective equipment and chemical impermeable gloves is recommended.

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