2,5-Dichloroaniline

2,5-Dichloroaniline is an organic compound with the formula C₆H₃Cl₂NH₂. One of six isomers of dichloroaniline, it is a colorless solid that is insoluble in water. It is produced by hydrogenation of 1,4-dichloro-2-nitrobenzene.[1] It is a precursor to dyes and pigments, e.g., Pigment Yellow 10.[2]

Pigment Yellow 10, a derivative of 1,4-dichloroanilne, is commonly used for yellow road markings in the US.

2,5-Dichloroaniline

Names
Preferred IUPAC name 2,5-Dichloroaniline
Identifiers
CAS Number	95-82-9
3D model (JSmol)	Interactive image
ChemSpider	13869655
ECHA InfoCard	100.002.233
PubChem CID	7262
UNII	7U61VY7POL
CompTox Dashboard (EPA)	DTXSID6024967
InChI InChI=1S/C6H5Cl2N/c7-4-1-2-5(8)6(9)3-4/h1-3H,9H2 Key: AVYGCQXNNJPXSS-UHFFFAOYSA-N InChI=1/C6H5Cl2N/c7-4-1-2-5(8)6(9)3-4/h1-3H,9H2 Key: AVYGCQXNNJPXSS-UHFFFAOYAK
SMILES C1=CC(=C(C=C1Cl)N)Cl
Properties
Chemical formula	C6H5Cl2N
Molar mass	162.01 g·mol^−1
Melting point	47 to 50 °C (117 to 122 °F; 320 to 323 K)
Boiling point	251 °C (484 °F; 524 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References

1. Gerald Booth (2007). "Nitro Compounds, Aromatic" in Ullmann's Encyclopedia of Industrial Chemistry Wiley-VCH, Weinheim, 2005.
2. K. Hunger. W. Herbst "Pigments, Organic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2012. doi:10.1002/14356007.a20_371