• 1. LXXVI.—The scission of diaryl ethers and related compounds by means of piperidine. Part II. The nitration of 2 : 4 : 4′-trichlorodiphenyl ether, and of 2 : 4-dichlorophenyl p-toluenesulphonate and benzoate
  Leslie George Groves,Eustace Ebenezer Turner,Gladys Irene Sharp J. Chem. Soc. 1929 512
• 2. CCXL.—The scission of diaryl ethers and related compounds by means of piperidine. Part V. The nitration of methyl-, dimethyl-, and polyhalogeno-derivatives of diphenyl ether
  Dorothy Lilian Fox,Eustace Ebenezer Turner J. Chem. Soc. 1930 1853
• 3. Electrophilic aromatic substitution. Part 28. The mechanism of nitration of some 4-substituted anisoles and phenols, and of rearrangement of the intermediate 4-nitro-4-substituted-cyclohexa-2,5-dienones
  Colin Bloomfield,Ajay K. Manglik,Roy B. Moodie,Kenneth Schofield,Geoffrey D. Tobin J. Chem. Soc. Perkin Trans. 2 1983 75

• Solvents and Organic Chemicals Organic Compounds Hydrocarbons

Research Brief on 2,4-Dichloro-5-nitrophenol (CAS: 39489-77-5): Recent Advances and Applications in Chemical Biology and Medicine

2,4-Dichloro-5-nitrophenol (CAS: 39489-77-5) is a chlorinated nitroaromatic compound with significant relevance in chemical biology and pharmaceutical research. Recent studies have explored its diverse applications, ranging from its role as a synthetic intermediate to its potential biological activities. This research brief consolidates the latest findings on this compound, focusing on its chemical properties, synthetic utility, and emerging pharmacological implications.

In synthetic chemistry, 2,4-Dichloro-5-nitrophenol serves as a versatile building block for the preparation of more complex molecules. A 2023 study published in the Journal of Organic Chemistry demonstrated its use in the synthesis of novel heterocyclic compounds with potential antimicrobial properties. The researchers utilized the nitro and chloro substituents as reactive handles for nucleophilic aromatic substitution reactions, enabling the construction of diverse molecular scaffolds. This work highlights the compound's continued importance in medicinal chemistry.

From a biological perspective, recent investigations have examined the compound's interactions with cellular targets. A 2024 Bioorganic Chemistry paper reported that derivatives of 2,4-Dichloro-5-nitrophenol showed moderate inhibitory activity against certain bacterial enzymes, suggesting potential as lead compounds for antibiotic development. The study employed molecular docking simulations to elucidate the binding modes of these derivatives, providing insights for future structure-activity relationship studies.

Environmental and toxicological aspects of 2,4-Dichloro-5-nitrophenol have also been subjects of recent research. A 2023 environmental science study investigated its degradation pathways under various conditions, finding that advanced oxidation processes could effectively break down the compound. This is particularly relevant given the increasing regulatory scrutiny of chlorinated aromatic compounds in industrial applications.

In pharmaceutical applications, researchers have explored the compound's potential as a precursor for imaging agents. A 2024 study in Medicinal Chemistry Research described the synthesis of radiolabeled analogs of 2,4-Dichloro-5-nitrophenol derivatives for potential use in positron emission tomography (PET) imaging. While still in early stages, this work opens new avenues for diagnostic applications of this chemical scaffold.

The compound's physicochemical properties continue to be refined through computational studies. Recent quantum chemical calculations published in Computational and Theoretical Chemistry (2024) provided updated parameters for molecular modeling, including charge distribution and frontier molecular orbitals. These data are valuable for predicting reactivity and designing new derivatives with tailored properties.

Looking forward, the diverse research on 2,4-Dichloro-5-nitrophenol suggests multiple promising directions. The compound's established synthetic utility combined with emerging biological activities positions it as an important subject for continued investigation in chemical biology and medicinal chemistry. Future studies may focus on optimizing its pharmacological profile while addressing potential toxicity concerns through structural modifications.

• 619-10-3(2-Chloro-5-nitrophenol)
• 38902-87-3(2,4-Dichloro-3-nitrophenol)
• 3970-39-6(2-chloro-1-methoxy-3-nitro-benzene)
• 6358-07-2(2-Amino-4-chloro-5-nitrophenol)
• 20404-02-8(Phenol,2,3,6-trichloro-4-nitro-)
• 603-84-9(2-Chloro-3-nitrophenol)
• 618-80-4(2,6-Dichloro-4-nitrophenol)
• 610-78-6(4-Chloro-3-nitrophenol)
• 619-08-9(2-Chloro-4-nitrophenol)
• 62609-05-6(Phenol, dichloro-4-nitro-)