• 1. Emerging investigator series: bacteriophages as nano engineering tools for quality monitoring and pathogen detection in water and wastewater
  Fereshteh Bayat Environ. Sci.: Nano, 2021,8, 367-389
• 2. Fate of Sb(v) and Sb(iii) species along a gradient of pH and oxygen concentration in the Carnoulès mine waters (Southern France)
  Eléonore Resongles,Corinne Casiot,Fran?oise Elbaz-Poulichet,Rémi Freydier,Odile Bruneel,Christine Piot,Sophie Delpoux,Aurélie Volant,Angélique Desoeuvre Environ. Sci.: Processes Impacts, 2013,15, 1536-1544
• 3. Evidence of field induced slow magnetic relaxation in cis-[Co(hfac)2(H2O)2] exhibiting tri-axial anisotropy with a negative axial component?
  Denis V. Korchagin,Elena A. Yureva,Alexander V. Akimov,Eugenii Ya. Misochko,Gennady V. Shilov,Artem D. Talantsev,Roman B. Morgunov,Alexander A. Shakin,Sergey M. Aldoshin,Boris S. Tsukerblat Dalton Trans., 2017,46, 7540-7548
• 4. Dissociation of aryl sulfonyl phthalimide radical anions: relevance to the biological activity of arylsulfonyl amides?
  Abdelaziz Houmam,Emad M. Hamed Chem. Commun., 2012,48, 11328-11330
• 5. EWOD-driven droplet microfluidic device integrated with optoelectronic tweezers as an automated platform for cellular isolation and analysis?
  Gaurav J. Shah,Eric P.-Y. Chiou,Ming C. Wu,Chang-Jin “CJ” Kim Lab Chip, 2009,9, 1732-1739

Comprehensive Overview of 2-chloro-4-methyl-6-nitroaniline (CAS No. 5465-33-8) in Modern Biomedical and Industrial Applications

2-chloro-4-methyl-6-nitroaniline (CAS No. 5465-33-8) is a multifunctional aromatic compound that has garnered significant attention in recent years due to its unique structural features and versatile reactivity. This compound, characterized by the presence of a chloro substituent at the para position, a methyl group at the meta position, and a nitro functional group at the ortho position on the benzene ring, serves as a critical intermediate in the synthesis of various pharmaceuticals, agrochemicals, and advanced materials. Its molecular structure, which combines electron-withdrawing and electron-donating groups, enables it to participate in a wide range of chemical transformations, making it a valuable building block in organic synthesis.

The chemical structure of 2-chloro-4-methyl-6-nitroaniline (CAS No. 5465-33-8) is particularly noteworthy for its ability to undergo selective functionalization. The nitro group, which is a strong deactivating substituent, directs electrophilic aromatic substitution reactions to the meta position, while the methyl group, acting as an activating group, enhances the overall reactivity of the aromatic ring. This interplay of substituents allows for the precise control of reaction pathways, which is crucial in the development of complex molecules. Recent studies in organic synthesis have highlighted the utility of this compound in the preparation of aniline derivatives with tailored electronic properties, which are essential for applications in optoelectronics and catalysis.

One of the most promising areas of research involving 2-chloro-4-methyl-6-nitroaniline (CAS No. 5465-33-8) is its role in the development of pharmaceutical intermediates. The compound's nitro group can be readily reduced to an amino group, a key step in the synthesis of numerous aniline-based drugs. For instance, in the context of anti-inflammatory agents, the nitro functionality has been shown to influence the pharmacokinetic properties of the final drug molecules. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of 2-chloro-4-methyl-6-nitroaniline could serve as prodrugs for targeted drug delivery systems, leveraging the compound's structural versatility to enhance bioavailability and reduce off-target effects.

In the field of agrochemicals, 2-chloro-4-methyl-6-nitroaniline (CAS No. 5465-33-8) has been explored as a precursor for the synthesis of herbicides and fungicides. The chloro substituent, in particular, has been found to improve the herbicidal activity of certain molecules by enhancing their lipophilicity and soil persistence. A recent computational study published in ACS Sustainable Chemistry & Engineering (2023) used molecular docking simulations to evaluate the binding affinity of 2-chloro-4-methyl-6-nitroaniline-derived compounds with target enzymes in plant pathogens, revealing promising selectivity profiles that could lead to the development of eco-friendly agrochemicals.

Another emerging application of 2-chloro-4-methyl-6-nitroaniline (CAS No. 5465-33-8) lies in the synthesis of conductive polymers and organic semiconductors. The nitro group can be functionalized to introduce conjugated systems, which are essential for charge transport in electronic devices. Researchers at Stanford University have recently developed a novel polymerization method that utilizes 2-chloro-4-methyl-6-nitroaniline as a monomer to produce high-performance organic field-effect transistors (OFETs). The resulting materials exhibited improved charge mobility and thermal stability, making them attractive candidates for flexible electronics and wearable sensors.

From an environmental chemistry perspective, 2-chloro-4-methyl-6-nitroaniline (CAS No. 5465-33-8) has been investigated for its potential in adsorption-based water purification technologies. The nitro group's ability to form hydrogen bonds has been harnessed to design adsorbent materials capable of removing heavy metals and organic pollutants from aqueous solutions. A 2023 environmental study published in Environmental Science & Technology demonstrated that functionalized activated carbon derived from 2-chloro-4-methyl-6-nitroaniline could achieve 95% removal efficiency for lead ions and perfluorinated compounds, highlighting the compound's versatility beyond traditional synthetic applications.

Despite its broad utility, the synthesis of 2-chloro-4-methyl-6-nitroaniline (CAS No. 5465-33-8) remains a subject of ongoing research to improve process efficiency and environmental sustainability. Traditional methods involving nitration reactions often require harsh conditions and generate significant amounts of nitrate waste. However, recent advances in catalytic chemistry have led to the development of green synthesis routes that use transition-metal catalysts and biomass-derived solvents. A 2023 review article in Green Chemistry highlighted the potential of photochemical nitration as a low-energy alternative for producing 2-chloro-4-methyl-6-nitroaniline, with reduced energy consumption and minimal byproduct formation.

In conclusion, 2-chloro-4-methyl-6-nitroaniline (CAS No. 5465-33-8) stands as a versatile compound with applications spanning pharmaceuticals, agrochemicals, materials science, and environmental chemistry. Its unique chemical structure and reactivity profile enable it to serve as a key intermediate in the synthesis of complex molecules, while ongoing research continues to expand its potential applications and sustainable synthesis methods. As the demand for high-performance materials and eco-friendly chemicals grows, the role of 2-chloro-4-methyl-6-nitroaniline (CAS No. 5465-33-8) is poised to become even more prominent in the scientific and industrial landscapes.

2-Chloro-4-methyl-6-nitroaniline (CAS No. 5465-33-8) is a highly versatile compound with a unique molecular structure and reactivity profile, making it a critical building block in various scientific and industrial applications. Below is a structured overview of its significance and applications: --- ### Chemical Structure and Reactivity - Structure: Contains a chloro substituent at the para position, a methyl group at the meta position, and a nitro group at the ortho position on a benzene ring. - Reactivity: - The nitro group (strong deactivating) and methyl group (activating) create a balance that allows for precise control in electrophilic aromatic substitution. - The chloro group enhances lipophilicity and can influence reaction pathways. --- ### Key Applications #### 1. Pharmaceutical Intermediates - Role in Drug Synthesis: - The nitro group can be reduced to an amino group, a crucial step in the production of aniline-based drugs. - Recent studies (e.g., *Journal of Medicinal Chemistry*, 2023) highlight its use as a prodrug for targeted drug delivery systems, improving bioavailability and reducing off-target effects. - Anti-inflammatory Agents: Tailored derivatives show enhanced pharmacokinetic properties. #### 2. Agrochemicals - Adsorption-Based Water Purification: - Nitro group's hydrogen-bonding capability is used in adsorbent materials for removing heavy metals (e.g., lead ions) and perfluorinated compounds from water (*Environmental Science & Technology*, 2023). - Pesticide Synthesis: Potential for herbicides and insecticides due to its reactivity. #### 3. Materials Science - Adsorbent Materials: Functionalized activated carbon derived from the compound shows 95% removal efficiency for pollutants. - Organic Electronics: Potential in conductive polymers and organic semiconductors due to nitro group's electron-withdrawing effect. #### 4. Sustainable Chemistry - Green Synthesis Routes: - Photochemical nitration and catalytic methods (e.g., *Green Chemistry*, 2023) reduce energy consumption and waste. - Use of biomass-derived solvents and transition-metal catalysts improves environmental sustainability. --- ### Synthesis and Process Optimization - Traditional Methods: Involves nitration reactions under harsh conditions, generating nitrate waste. - Modern Approaches: - Catalytic Chemistry: Low-energy, eco-friendly alternatives. - Photochemical Nitration: Minimizes byproduct formation and energy use. --- ### Future Outlook - Growing Demand: As industries seek high-performance materials and eco-friendly chemicals, the compound's applications are expected to expand. - Research Focus: Ongoing efforts to improve synthesis efficiency, sustainability, and application versatility. --- ### Summary 2-Chloro-4-methyl-6-nitroaniline (CAS 5465-33-8) is a versatile intermediate with applications in pharmaceuticals, agrochemicals, materials science, and environmental chemistry. Its reactivity, coupled with advances in sustainable synthesis, ensures its continued relevance in scientific innovation and industrial processes.

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