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2,5-Dichloroaniline

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(Redirected from 1,4-Dichloroaniline)
2,5-Dichloroaniline
Names
Preferred IUPAC name 2,5-Dichloroaniline
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.002.233 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C6H5Cl2N/c7-4-1-2-5(8)6(9)3-4/h1-3H,9H2Key: AVYGCQXNNJPXSS-UHFFFAOYSA-N
  • InChI=1/C6H5Cl2N/c7-4-1-2-5(8)6(9)3-4/h1-3H,9H2Key: AVYGCQXNNJPXSS-UHFFFAOYAK
SMILES
  • C1=CC(=C(C=C1Cl)N)Cl
Properties
Chemical formula C6H5Cl2N
Molar mass 162.01 g·mol
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 , 100 kPa). Infobox references
Chemical compound

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. It is a precursor to dyes and pigments, e.g., Pigment Yellow 10.

Pigment Yellow 10, a derivative of 2,5-dichloroanilne, is commonly used for yellow road markings in the US.

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
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