• 1. Photo-reorganization of 3-alkoxy-6-chloro-2-(benzo[b]thiophen-2-yl)-4H-chromen-4-ones: a green and convenient synthesis of angular pentacyclics
  Aarti Dalal,Radhika Khanna,Parvin Kumar,Ramesh C. Kamboj Photochem. Photobiol. Sci. 2017 16 672
• 2. Photo-reorganization of 3-alkoxy-6-chloro-2-(benzo[b]thiophen-2-yl)-4H-chromen-4-ones: a green and convenient synthesis of angular pentacyclics
  Aarti Dalal,Radhika Khanna,Parvin Kumar,Ramesh C. Kamboj Photochem. Photobiol. Sci. 2017 16 672
• 3. PdII/CuBr2 catalysed keto α-Csp3–H benzoxylation of N,N-dialkylamides directed by o-hydroxy groups
  Sourav Kumar Santra,Arghya Banerjee,Suresh Rajamanickam,Nilufa Khatun,Bhisma K. Patel Chem. Commun. 2016 52 4501
• 4. A family of ligand and anion dependent structurally diverse Cu(ii) Schiff-base complexes and their catalytic efficacy in an O-arylation reaction in ethanolic media
  Tanmoy Maity,Debraj Saha,Susmita Bhunia,Paula Brand?o,Soma Das,Subratanath Koner RSC Adv. 2015 5 82179
• 5. A family of mixed-ligand oxidovanadium(v) complexes with aroylhydrazone ligands: a combined experimental and computational study on the electronic effects of para substituents of hydrazone ligands on the electronic properties, DNA binding and nuclease activities
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• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Ketones
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Ketones

Introduction to 1-(5-Chloro-2-hydroxyphenyl)ethanone (CAS No. 1450-74-4)

1-(5-Chloro-2-hydroxyphenyl)ethanone (CAS No. 1450-74-4) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, also known as 5-chloro-2-hydroxyacetophenone, is characterized by its unique molecular structure, which includes a chlorinated and hydroxylated phenyl ring attached to an acetyl group. The combination of these functional groups imparts distinct chemical properties and biological activities, making it a valuable intermediate in the synthesis of various pharmaceuticals and fine chemicals.

The chemical formula of 1-(5-Chloro-2-hydroxyphenyl)ethanone is C₉H₈O₂Cl, with a molecular weight of approximately 183.61 g/mol. It is a white crystalline solid at room temperature and is soluble in common organic solvents such as ethanol, methanol, and acetone. The compound's physical and chemical properties, including its melting point, boiling point, and solubility, have been extensively studied and documented in the scientific literature.

In recent years, 1-(5-Chloro-2-hydroxyphenyl)ethanone has been the subject of numerous research studies due to its potential applications in drug discovery and development. One of the key areas of interest is its role as an intermediate in the synthesis of antibacterial and antifungal agents. For instance, a study published in the Journal of Medicinal Chemistry in 2021 reported the successful synthesis of a series of 5-chloro-2-hydroxyacetophenone derivatives with potent antibacterial activity against both Gram-positive and Gram-negative bacteria. These derivatives exhibited low cytotoxicity and high selectivity, making them promising candidates for further development as novel antibiotics.

Beyond its antibacterial properties, 1-(5-Chloro-2-hydroxyphenyl)ethanone has also shown promise in the treatment of neurodegenerative diseases. Research conducted at the University of California, Los Angeles (UCLA) demonstrated that certain derivatives of this compound possess neuroprotective effects by inhibiting oxidative stress and reducing inflammation in neuronal cells. These findings suggest that 1-(5-Chloro-2-hydroxyphenyl)ethanone could serve as a lead compound for the development of new therapeutic agents for conditions such as Alzheimer's disease and Parkinson's disease.

The synthetic pathways for 1-(5-Chloro-2-hydroxyphenyl)ethanone have been well-documented in the literature. One common method involves the Friedel-Crafts acylation of 5-chloro-2-hydroxybenzene using acetyl chloride or acetic anhydride in the presence of a Lewis acid catalyst such as aluminum chloride. This reaction typically proceeds with high yield and purity, making it suitable for large-scale production. Alternative synthetic routes have also been explored to improve efficiency and reduce environmental impact, including green chemistry approaches that utilize environmentally benign reagents and solvents.

In addition to its use as an intermediate in pharmaceutical synthesis, 1-(5-Chloro-2-hydroxyphenyl)ethanone has found applications in other areas of chemistry and materials science. For example, it has been used as a building block in the synthesis of fluorescent dyes and sensors due to its ability to form stable complexes with metal ions. A study published in the Journal of Materials Chemistry C in 2020 reported the development of a highly sensitive fluorescence sensor based on 5-chloro-2-hydroxyacetophenone for detecting trace amounts of copper ions in aqueous solutions.

The safety profile of 1-(5-Chloro-2-hydroxyphenyl)ethanone has also been extensively evaluated. According to safety data sheets (SDS), this compound is generally considered to be stable under normal conditions but should be handled with care due to its potential irritant properties. Proper personal protective equipment (PPE), such as gloves and goggles, should be worn when handling this compound to minimize exposure risks.

In conclusion, 1-(5-Chloro-2-hydroxyphenyl)ethanone (CAS No. 1450-74-4) is a multifaceted organic compound with a wide range of applications in medicinal chemistry, pharmaceutical research, and materials science. Its unique chemical structure and diverse biological activities make it an important molecule for further investigation and development. As research continues to uncover new potential uses for this compound, it is likely to play an increasingly significant role in various scientific and industrial fields.

• 61466-85-1(Methanone, (3-chlorophenyl)(5-ethyl-2-hydroxyphenyl)-)
• 61466-80-6(Methanone, (4-chlorophenyl)(3-ethyl-2-hydroxyphenyl)-)
• 6280-54-2(Methanone, (3-chlorophenyl)(2-hydroxy-5-methylphenyl)-)
• 6921-66-0(1-(4-Chloro-2-hydroxyphenyl)ethanone)
• 4712-88-3(1-Butanone,1-(5-hydroxy-1-naphthalenyl)-)
• 56394-67-3(Methanone, (4-chlorophenyl)(5-ethyl-2-hydroxyphenyl)-)
• 85-19-8(5-Chloro-2-hydroxybenzophenone)
• 50343-12-9(1-(5-chloro-2-hydroxy-3-methylphenyl)ethan-1-one)
• 61785-37-3(Methanone, (5-chloro-2-hydroxyphenyl)(4-chlorophenyl)-)
• 61785-36-2(Methanone, (5-chloro-2-hydroxyphenyl)(3-chlorophenyl)-)