1,4-Dichloro-2-nitrobenzene

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1,4-Dichloro-2-nitrobenzene
C6H3Cl2NO2.png
Names
Preferred IUPAC name
1,4-Dichloro-2-nitrobenzene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.001.749
MeSH C503932
Properties
C6H3Cl2NO2
Molar mass 192.00
Melting point 52-54 °C
Boiling point 266-269 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

1,4-Dichloro-2-nitrobenzene is an organic compound with the formula C6H3Cl2NO2. One of several isomers of dichloronitrobenzene, it is a colorless solid that is insoluble in water, it is produced by nitration of 1,4-dichlorobenzene. It is a precursor to many derivatives of commercial interest. Hydrogenation gives 1,4-dichloroaniline. Nucleophiles displace the chloride adjacent to the nitro group: ammonia gives the aniline derivative, aqueous base gives the phenol derivative, and methoxide gives the anisole derivative. These compounds are respectively 4-chloro-2-nitroaniline, 4-chloro-2-nitrophenol, and 4-chloro-2-nitroanisole.[1] Isomeric with this compound is 1,2-dichloro-4-nitrobenzene.

References[edit]

  1. ^ Gerald Booth (2007). "Nitro Compounds, Aromatic" in Ullmann's Encyclopedia of Industrial Chemistry Wiley-VCH, Weinheim, 2005.