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1,4-Dichloro-2-nitrobenzene

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This is an old revision of this page, as edited by Emeldir (talk | contribs) at 22:56, 8 September 2016 (preferred IUPAC name (PIN) according to ''Nomenclature of Organic Chemistry – IUPAC Recommendations and Preferred Names 2013 (Blue Book)''). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

1,4-Dichloro-2-nitrobenzene
Names
Preferred IUPAC name
1,4-Dichloro-2-nitrobenzene
Identifiers
ECHA InfoCard 100.001.749 Edit this at Wikidata
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).

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

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