2,3-Dichloroaniline

Last updated
2,3-Dichloroaniline
2,3-Dichloranilin.svg
Names
Other names
1-amino-2,3-dichlorobenzene
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.009.235 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 210-157-9
601687
PubChem CID
UNII
UN number 3442 1590
  • InChI=1S/C6H5Cl2N/c7-4-2-1-3-5(9)6(4)8/h1-3H,9H2
    Key: BRPSAOUFIJSKOT-UHFFFAOYSA-N
  • C1=CC(=C(C(=C1)Cl)Cl)N
Properties
C6H5Cl2N
Molar mass 162.01 g·mol−1
Appearancecolorless oil
Density 1.383 g/cm3
Melting point 24 °C (75 °F; 297 K)
Boiling point 252 °C (486 °F; 525 K)
log P 2.78
1.5969
Hazards
GHS labelling: [1]
GHS-pictogram-skull.svg GHS-pictogram-exclam.svg GHS-pictogram-silhouette.svg GHS-pictogram-pollu.svg
Danger
H301, H311, H315, H317, H331, H373, H410
P260, P261, P262, P264, P270, P271, P272, P273, P280, P301+P316, P302+P352, P304+P340, P316, P319, P321, P330, P332+P317, P333+P317, P361+P364, P362+P364, P391, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2,3-Dichloroaniline is an organic compound with the formula C6H3Cl2(NH2). It is one of several isomers of dichloroaniline. It is a colorless oil although commercial samples often appear colored. It is produced by hydrogenation of 2,3-dichloronitrobenzene. [2]

Safety and environmental aspects

Its 72-h EC50 is 6.75 mg/L. [3] Biodegradation of 2,3-dichloroaniline proceeds via initial ring hydroxylation. [4]

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References

  1. "2,3-Dichloroaniline". pubchem.ncbi.nlm.nih.gov.
  2. P. F. Vogt; J. J. Gerulis (2005). "Amines, Aromatic". Ullmann’s Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_037. ISBN   9783527303854.
  3. 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. Bibcode:2011Chmsp..84.1310A. doi:10.1016/j.chemosphere.2011.05.023. PMID   21664645.
  4. 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. Bibcode:2024EnST...5812042S. doi:10.1021/acs.est.4c02173. PMID   38934904.