1481-27-2 | 4'-Fluoro-2'-hydroxyacetophenone

CAS:1481-27-2 | 4'-Fluoro-2'-hydroxyacetophenone,Description

Synthesis Analysis

4'-Fluoro-2'-hydroxyacetophenone can be synthesized through various chemical pathways. A notable method involves the aldol condensation of 4'-fluoro-2'-hydroxyacetophenone with appropriately substituted aldehydes, followed by cyclization with hydrazine hydrate to produce novel 4′-fluoro-2′-hydroxychalcone derivatives. These derivatives have been evaluated for their antioxidant, anti-inflammatory, and analgesic activities, showcasing the versatility of 4'-Fluoro-2'-hydroxyacetophenone as a precursor for pharmacologically active compounds (Abdellatif, Elshemy, Salama, & Omar, 2015).

Molecular Structure Analysis

The molecular structure of 4'-Fluoro-2'-hydroxyacetophenone has been analyzed through various spectroscopic methods. Detailed studies on compounds similar in structure, such as 2-hydroxy-4-methoxyacetophenone, have utilized DFT/B3LYP methods with comprehensive basis sets to optimize the stable geometry and determine structural parameters, vibrational frequencies, and thermodynamic properties. These analyses help in understanding the effects of substituents on the benzene ring vibrational frequencies and provide insights into the electronic structure of the molecule (Arjunan, Devi, Subbalakshmi, Rani, & Mohan, 2014).

Scientific Research Applications

Preparation of 4’-Fluoro-2’-Hydroxychalcones

• Application Summary: 4’-Fluoro-2’-hydroxyacetophenone is used in the preparation of a series of 4’-fluoro-2’-hydroxychalcones.
• Methods of Application: The preparation involves an aldol condensation with substituted aldehydes followed by cyclization with hydrazine hydrate.
• Results or Outcomes: The outcome of this process is a series of 4’-fluoro-2’-hydroxychalcones.

Preparation of Medicinally Active Benzo[b]furans and Thiophenes

• Application Summary: 4’-Fluoro-2’-hydroxyacetophenone has been used recently in the preparation of medicinally active benzo[b]furans and thiophenes.
• Results or Outcomes: The outcome of this process is the production of medicinally active benzo[b]furans and thiophenes.

Safety And Hazards

When handling 4’-Fluoro-2’-hydroxyacetophenone, it is advised to avoid breathing mist, gas or vapours, and avoid contacting with skin and eye. Use personal protective equipment, wear chemical impermeable gloves, and ensure adequate ventilation.

Future Directions

4’-Fluoro-2’-hydroxyacetophenone may be used in the preparation of series of 4’-fluoro-2’-hydroxychalcones, via aldol condensation with substituted aldehydes followed by cyclization with hydrazine hydrate. It has also been used recently in the preparation of medicinally active benzo[b]furans and thiophenes.

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