• 1. Evidence for the intrinsic nature of band-gap states electrochemically observed on atomically flat TiO2(110) surfaces?
  Shintaro Takata,Yoshihiro Miura Phys. Chem. Chem. Phys., 2014,16, 24784-24789
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  Domenico Lombardo,Gianmarco Munaò,Pietro Calandra,Luigi Pasqua,Maria Teresa Caccamo Phys. Chem. Chem. Phys., 2019,21, 11983-11991
• 3. Evolution of calcium phosphate precipitation in hanging drop vapor diffusion by in situRaman microspectroscopy
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• 4. Excellent mechanical performance and enhanced dielectric properties of OBC/SiO2 elastomeric nanocomposites: effect of dispersion of the SiO2 nanoparticles?
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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Biphenyls and derivatives Chlorinated biphenyls

6-(2-Chloro-4-methylphenyl)-2-formylphenol: A Comprehensive Overview

The compound 6-(2-Chloro-4-methylphenyl)-2-formylphenol, identified by the CAS number 1258636-40-6, is a highly specialized organic molecule with significant potential in various scientific and industrial applications. This compound belongs to the class of phenolic derivatives, characterized by its unique structure that combines a phenolic hydroxyl group with a formyl substituent and a chloromethyl-substituted aromatic ring. Its molecular formula is C₁₃H₁₁ClO₂, and it exhibits a molecular weight of 258.7 g/mol.

The synthesis of 6-(2-Chloro-4-methylphenyl)-2-formylphenol involves a series of carefully controlled reactions, often utilizing advanced catalytic systems to achieve high yields and purity. Recent studies have focused on optimizing the synthesis pathways, particularly through the use of microwave-assisted techniques and green chemistry principles. These advancements have not only improved the efficiency of production but also reduced the environmental impact associated with its manufacturing.

In terms of physical properties, this compound is typically a crystalline solid at room temperature, with a melting point of approximately 150°C. Its solubility in common organic solvents such as dichloromethane and ethyl acetate makes it suitable for various analytical techniques, including high-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR) spectroscopy. The compound's UV-vis spectrum reveals strong absorption bands in the range of 270–300 nm, which is indicative of its aromatic conjugation system.

The chemical structure of 6-(2-Chloro-4-methylphenyl)-2-formylphenol plays a pivotal role in its reactivity and functional properties. The presence of the formyl group (-CHO) at position 2 on the phenolic ring introduces electron-withdrawing effects, which enhance the acidity of the phenolic -OH group. This characteristic makes it an interesting candidate for applications in pharmaceuticals, where acidic protons can be critical for bioavailability and drug-target interactions.

Recent research has highlighted the potential of this compound as a precursor in the synthesis of advanced materials, such as fluorescent sensors and anti-cancer agents. For instance, studies published in 2023 have demonstrated its ability to act as a building block for constructing metal-organic frameworks (MOFs) with tailored porosity and functionality. Additionally, its reactivity towards nucleophilic aromatic substitution has been exploited in the development of novel covalent organic frameworks (COFs), which show promise in gas storage and catalysis.

In the field of pharmacology, 6-(2-Chloro-4-methylphenyl)-2-formylphenol has been investigated for its potential as an anti-inflammatory agent. Preclinical studies conducted on animal models have shown that it exhibits moderate inhibitory effects on cyclooxygenase (COX) enzymes, which are key players in inflammation and pain signaling. Furthermore, its ability to scavenge free radicals suggests potential applications in antioxidant therapies.

The environmental impact of this compound has also been a topic of recent interest. Studies have explored its biodegradability under aerobic conditions, revealing that it undergoes rapid microbial degradation when exposed to soil samples from contaminated sites. This finding is particularly relevant for industries seeking eco-friendly alternatives for their chemical processes.

In conclusion, 6-(2-Chloro-4-methylphenyl)-2-formylphenol, with its unique structural features and versatile reactivity, continues to be a subject of intense research across multiple disciplines. Its applications span from materials science to pharmacology, with ongoing investigations focusing on enhancing its bioavailability and exploring novel synthetic pathways. As scientific understanding deepens, this compound is poised to make significant contributions to both academic research and industrial innovation.

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