Chemistry:3,5-Dichloroaniline

From HandWiki

3,5-Dichloroaniline is an organic compound with the formula C6H3Cl2(NH2). It is one of several isomers of dichloroaniline. It is a colorless solid although commercial samples often appear colored. It is produced by hydrogenation of 3,5-dichloronitrobenzene.[1] It is a precursor to the fungicide vinclozolin.

Safety and environmental aspects

Its 72-h EC50 in an algal growth inhibition assay is 4.39 mg/L.[2] Biodegradation of dichloroanilines usually proceeds via initial ring hydroxylation.[3]

References

  1. Jagadeesh, Rajenahally V.; Surkus, Annette-Enrica; Junge, Henrik; Pohl, Marga-Martina; Radnik, Jörg; Rabeah, Jabor; Huan, Heming; Schünemann, Volker et al. (2013). "Nanoscale Fe2O3-Based Catalysts for Selective Hydrogenation of Nitroarenes to Anilines". Science 342 (6162): 1073–1076. doi:10.1126/science.1242005. PMID 24288327. Bibcode2013Sci...342.1073J. 
  2. Aruoja, Villem; Sihtmäe, Mariliis; Dubourguier, Henri-Charles; Kahru, Anne (2011). "Toxicity of 58 substituted anilines and phenols to algae Pseudokirchneriella subcapitata and bacteria Vibrio fischeri: Comparison with published data and QSARs". Chemosphere 84 (10): 1310–1320. doi:10.1016/j.chemosphere.2011.05.023. PMID 21664645. Bibcode2011Chmsp..84.1310A. 
  3. Suchana, Shamsunnahar; Araujo, Sofia Pimentel; Lomheim, Line; Mack, E. Erin; Spain, Jim C.; Edwards, Elizabeth; Passeport, Elodie (2024). "Compound-Specific Carbon, Nitrogen, and Hydrogen Isotope Analysis to Characterize Aerobic Biodegradation of 2,3-Dichloroaniline by a Mixed Enrichment Culture". Environmental Science & Technology 58 (27): 12042–12050. doi:10.1021/acs.est.4c02173. PMID 38934904. Bibcode2024EnST...5812042S.