39065-95-7 | 4-(CHLORO-DIFLUORO-METHOXY)-PHENYLAMINE

CAS:39065-95-7 | 4-(CHLORO-DIFLUORO-METHOXY)-PHENYLAMINE,Description

Synthesis Analysis

The synthesis of 4-(Chlorodifluoromethoxy)aniline involves multi-step chemical processes, including high-pressure hydrolysis and reduction reactions, followed by addition reactions. For example, Wen Zi-qiang (2007) reported synthesizing a similar compound, 3-chloro-4-[1,1,2-trifluoro-2-(trifluoromethoxy)-ethoxy] aniline, from 3,4-dichloronitrobenzene with an overall yield of 72.0%. This process is characterized by high yield, good quality, and minimal environmental pollution (Wen Zi-qiang, 2007).

Molecular Structure Analysis

The molecular structure of 4-(Chlorodifluoromethoxy)aniline and related compounds has been analyzed through various techniques, including Fourier Transform-Infrared and Fourier Transform-Raman techniques. Studies such as those by Revathi et al. (2017) provide insights into the effects of substituent positions on the vibrational spectra and the molecule's structural characteristics through experimental and theoretical vibrational analysis (B. Revathi et al., 2017).

Chemical Reactions and Properties

4-(Chlorodifluoromethoxy)aniline participates in various chemical reactions, including those leading to the formation of polymers and other complex molecules. For instance, Buruianǎ et al. (2005) synthesized polyurethane cationomers with anil groups, exploring intramolecular proton transfer in salicylideneanil structures and highlighting the compound's potential in creating materials with fluorescent properties (E. Buruianǎ et al., 2005) .

Physical Properties Analysis

The physical properties, such as melting points, optical transmission ranges, and mechanical strength, have been extensively studied. Research like that conducted by Subashini et al. (2011) on 4-bromo-4'chloro benzylidene aniline, a related compound, provides valuable data on these aspects, contributing to the understanding of 4-(Chlorodifluoromethoxy)aniline's behavior in various conditions (A. Subashini et al., 2011).

Scientific Research Applications

• Synthesis Processes : A study focused on developing a practical synthesis process for a related compound, 3-chloro-4-(3-fluorobenzyloxy) aniline, achieving an 82% overall yield, which is suitable for industrial production with readily available starting materials (Zhang Qingwen, 2011).
• Wastewater Treatment : Hydrogen peroxide-based electrochemical degradation of aniline and 4-chloroaniline in wastewater treatment effectively reduces total organic carbon and produces various compounds, suggesting potential applications in environmental remediation (Brillas et al., 1995) .
• Creation of Novel Organic Materials : Dendrimers based on 4-(n-octyloxy)aniline show potential for creating new organic materials with mesogenic properties (Morar et al., 2018).
• NLO Materials : Research reveals the structure and effects of substituent positions on the vibrational spectra of similar compounds, which could be useful for nonlinear optical (NLO) materials (Revathi et al., 2017).
• Corrosion Inhibition : Ortho-substituted anilines, including similar compounds, can effectively inhibit copper corrosion in acidic environments (Khaled & Hackerman, 2004).
• Fluorescent Films : Synthesizing polyurethane cationomers with anil groups results in fluorescent films with intramolecular proton transfer in salicylideneanil structures, suggesting applications in material science (Buruianǎ et al., 2005) .
• Pharmaceutical Applications : 4-Methoxy-N-(nitrobenzylidene)-aniline shows promising antimicrobial activity against specific pathogens, indicating potential in drug discovery (Subi et al., 2022).

Safety And Hazards

The safety data sheet for 4-(Chlorodifluoromethoxy)aniline indicates that it is toxic if swallowed, in contact with skin, or if inhaled. It may cause an allergic skin reaction and is very toxic to aquatic life with long-lasting effects. Protective measures include wearing personal protective equipment, avoiding breathing mist/vapors/spray, and using only under a chemical fume hood.

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