2,6-Dichloro-4-nitroaniline

2,6-Dichloro-4-nitroaniline
Names
	Other names Amino-2,6-dichloro-4-nitrobenzene; Dicloran; Allisan; Batran; Bortran; Botran; Ditranil; Resisan
Identifiers
CAS Number	99-30-9 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:27864;
ChEMBL	ChEMBL504381;
ChemSpider	7152;
ECHA InfoCard	100.002.497
EC Number	202-746-4;
KEGG	C11000;
PubChem CID	7430;
UNII	F0BE9UC5J7;
CompTox Dashboard (EPA)	DTXSID2020426 ;
	InChI InChI=1S/C6H4Cl2N2O2/c7-4-1-3(10(11)12)2-5(8)6(4)9/h1-2H,9H2 Key: BIXZHMJUSMUDOQ-UHFFFAOYSA-N;
	SMILES C1=C(C=C(C(=C1Cl)N)Cl)[N+](=O)[O-];
Properties
Chemical formula	C6H4Cl2N2O2
Molar mass	207.01 g·mol−1
Appearance	yellow solid
Density	1.624 g/cm3
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
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 [77 °F], 100 kPa). Infobox references

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).^[3]^[4]

References

^ 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.
^ "2,6-Dichloro-4-nitroaniline". pubchem.ncbi.nlm.nih.gov.
^ 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.
^ 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.

[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.

[Booth-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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