79418-78-3 | 3-FLUORO-4-HYDROXY-5-METHOXYBENZALDEHYDE

CAS:79418-78-3 | 3-FLUORO-4-HYDROXY-5-METHOXYBENZALDEHYDE,Description

3-Fluoro-4-hydroxy-5-methoxybenzaldehyde is a compound of interest in various chemical and pharmaceutical research areas due to its unique structural properties and potential applications.

Synthesis Analysis

A synthesis approach for a related compound, 3-fluoro-4-methoxybenzaldehyde, was developed by Wang Bao-jie (2006), involving a simplified method that reduced industrial production damage and cost (Wang Bao-jie, 2006).

Molecular Structure Analysis

Research on similar fluorinated benzaldehydes, like 4-fluoro-3-phenoxybenzaldehyde, has been conducted to understand their molecular structure and synthesis processes (Zhao Wenxian, Wang Min-can, & Liu Lantao, 2005). These studies contribute to understanding the structural aspects of 3-Fluoro-4-hydroxy-5-methoxybenzaldehyde.

Chemical Reactions and Properties

The reaction of similar compounds like 2-Hydroxybenzaldehydes with various reactants, and their subsequent chemical transformations, have been studied to understand their reactive properties (Ken Kokubo et al., 1999).

Physical Properties Analysis

Research into the structural transformations of similar compounds, such as 3-fluoro and 3-fluoro-4-methoxy benzaldehydes under cryogenic conditions, offers insights into their physical properties (G. O. Ildız, J. Konarska, & R. Fausto, 2018) .

Chemical Properties Analysis

Studies on the oxidation of substituted 4-fluorobenzaldehydes, for example, contribute to understanding the chemical properties of similar compounds (P. Chakraborty & M. Kilbourn, 1991).

Scientific Research Applications

• Synthesis Methods : The compound has been synthesized using a simplified method, avoiding the extensive use of concentrated hydrochloric acid and sulfuric acid, which benefits industrial production (Wang Bao-jie, 2006).
• Anticancer Activity : Fluorinated analogues of this compound, utilized in the Wittig synthesis of fluoro-substituted stilbenes, have shown potential in anticancer applications, especially in the synthesis of fluoro analogues of combretastatins, known for their cell growth inhibitory properties (N. Lawrence et al., 2003).
• Bioconversion Studies : The white-rot fungus Bjerkandera adusta has been studied for its potential to produce novel halogenated aromatic compounds, including those with a fluorine atom on the aromatic ring, like 3-Fluoro-4-hydroxy-5-methoxybenzaldehyde (F. R. Lauritsen & A. Lunding, 1998).
• Intramolecular Charge Transfer : Studies on similar compounds have analyzed their absorption and fluorescence characteristics, exploring their potential in spectroscopy and photophysical applications (N. Rajendiran & T. Balasubramanian, 2008).
• Chemosensors : Derivatives of this compound have been used in the development of chemosensors, particularly for detecting bioactive zinc(II) in cancer cells, illustrating its potential in biological imaging and diagnostic applications (M. M. Patil et al., 2018).
• Structural Transformations : Research has been conducted on the structural transformations of similar compounds under cryogenic conditions, which is crucial for understanding their physical and chemical properties in various environments (G. O. Ildız et al., 2018) .
• Synthesis of Chalcone Derivatives : The compound has been used in the synthesis of chalcone derivatives and their evaluation as antioxidants, highlighting its role in pharmaceutical and health-related research (Chairul Rijal et al., 2022).
• Vanillin Synthesis : Related compounds have been synthesized for use as intermediates in vanillin production, an important ingredient in food flavoring, perfumery, and pharmaceutical industries (Tan Ju & Liao Xin, 2003).
• Selective Sensing Applications : Research on related compounds shows their utility in the selective sensing of metal ions, which is significant for environmental monitoring and biomedical diagnostics (Sanjoy Kumar Sheet et al., 2017).
• Halogenated Compound Metabolism : Studies on the metabolism of halogenated compounds, including those similar to 3-Fluoro-4-hydroxy-5-methoxybenzaldehyde, in fungi have provided insights into natural biotransformation processes, relevant in environmental and pharmaceutical contexts (H. Beck et al., 2000).

Safety And Hazards

This compound is considered hazardous according to the 2012 OSHA Hazard Communication Standard (29 CFR 1910.1200). It can cause skin irritation, serious eye irritation, and may cause respiratory irritation.

Future Directions

3-Fluoro-4-hydroxy-5-methoxybenzaldehyde may be used to synthesize other compounds, such as 3-(3-fluoro-4-hydroxy-5-methoxyphenyl)-N-phenethylacrylamide and 4-[(4-hydroxy-3-fluoro-5-methoxy-benzylidene)amino]-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one. These compounds could potentially have applications in various fields, including medicinal chemistry.

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