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2,6-Dichloro-4-nitroaniline

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2,6-Dichloro-4-nitroaniline
Names
Other names Amino-2,6-dichloro-4-nitrobenzene; Dicloran; Allisan; Batran; Bortran; Botran; Ditranil; Resisan
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.497 Edit this at Wikidata
EC Number
  • 202-746-4
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C6H4Cl2N2O2/c7-4-1-3(10(11)12)2-5(8)6(4)9/h1-2H,9H2Key: BIXZHMJUSMUDOQ-UHFFFAOYSA-N
SMILES
  • C1=C(C=C(C(=C1Cl)N)Cl)(=O)
Properties
Chemical formula C6H4Cl2N2O2
Molar mass 207.01 g·mol
Appearance yellow solid
Density 1.624 g/cm
Melting point 191 °C (376 °F; 464 K)
Boiling point 130 °C (266 °F; 403 K) 2 torr
Solubility in water 6.3 mg/l
Hazards
GHS labelling:
Pictograms GHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard
Signal word Danger
Hazard statements H300, H310, H330, H373, H411
Precautionary statements P260, P262, P264, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P316, P319, P320, P321, P330, P361+P364, P391, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

2,6-Dichloro-4-nitroaniline is an organic compound with the formula O2NC6H2Cl2NH2. It is the most widely discussed isomer of dichloronitroaniline, mainly as a precursor to the azo dye disperse brown 1. It is prepared by treatment of 4-nitroaniline with a mixture of hydrochloric acid and hydrogen peroxide (a source of chlorine).

References

  1. Hughes, David L.; Trotter, James (1971). "Crystal structure of 2,6-dichloro-4-nitroaniline". Journal of the Chemical Society A: Inorganic, Physical, Theoretical: 2181. doi:10.1039/J19710002181.
  2. "2,6-Dichloro-4-nitroaniline". pubchem.ncbi.nlm.nih.gov.
  3. Booth G (2007). "Nitro Compounds, Aromatic". Ullmann's Encyclopedia of Industrial Chemistry (6th ed.). Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_411. ISBN 978-3-527-30385-4.
  4. Raue, Roderich; Kunde, Klaus; Engel, Aloys (2011). "Azo Dyes, 4. Cationic Dyes". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.o03_o08. ISBN 978-3-527-30385-4.
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