2,6-Dichloroaniline

2,6-Dichloroaniline
Names
	Preferred IUPAC name 2,6-Dichloroaniline
Identifiers
CAS Number	608-31-1 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL28368;
ChemSpider	11353;
ECHA InfoCard	100.009.237
EC Number	210-160-5;
PubChem CID	11846;
UNII	KG3RW7NW6M ;
UN number	1590
CompTox Dashboard (EPA)	DTXSID5044449 ;
	InChI InChI=1S/C6H5Cl2N/c7-4-2-1-3-5(8)6(4)9/h1-3H,9H2 Key: JDMFXJULNGEPOI-UHFFFAOYSA-N;
	SMILES C1=CC(=C(C(=C1)Cl)N)Cl;
Properties
Chemical formula	C6H5Cl2N
Molar mass	162.01 g·mol−1
Appearance	white solid
Melting point	39 °C (102 °F; 312 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H301, H311, H317, H331, H373, H410
Precautionary statements	P260, P261, P264, P270, P271, P272, P273, P280, P301+P310, P302+P352, P304+P340, P311, P312, P314, P321, P322, P330, P333+P313, P361, P363, 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-Dichloroaniline is an organic compound with the formula C₆H₃Cl₂(NH₂). It is one of several isomers of dichloroaniline. It is a colorless or white solid. Derivatives include the drugs clonidine and diclofenac.

Preparation

It is produced by hydrogenation of 2,6-dichloronitrobenzene.^[1]

In the laboratory, it can be prepared by halogenation of sulfanilamide followed by desulfonation.^[2]

References

^ 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.
^ Margaret K. Seikel (1944). "2,6-Dichloroaniline and 2,6-Dibromoaniline". Org. Synth. 24: 47. doi:10.15227/orgsyn.024.0047.

[Ullmann-1] 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.

[2] Margaret K. Seikel (1944). "2,6-Dichloroaniline and 2,6-Dibromoaniline". Org. Synth. 24: 47. doi:10.15227/orgsyn.024.0047.

[1]

[2]