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1,4-Dichloro-2-nitrobenzene
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1,4-Dichloro-2-nitrobenzene.svg 133 px 1,4-Dichloro-2-nitrobenzene Nitro-P-dichlorobenzene 89-61-2 6977 CZ5260000 1578 IY18G50FF4 354761 21111865 c1cc(c(cc1Cl)[N+](=O)[O-])Cl 1S/C6H3Cl2NO2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H RZKKOBGFCAHLCZ-UHFFFAOYSA-N C503932 C6H3Cl2NO2 192.00 yellow flakes 1.67 52-54 266-269 95 mg/L 135 465 07 08 09 Danger 302 336 351 361 370 372 373 410 201 202 260 261 264 270 271 273 281 301+312 304+340 307+311 308+313 312 314 321 330 391 403+233 405 501
thumb|left|224px|Disperse Yellow 42, a popular dye for polyesters, is derived from 1,4-dichloro-2-nitrobenzene.10.1002/14356007.a17_383 Nitro and Nitroso Dyes 2000 Raue Roderich Corbett John F. 3527306730
1,4-Dichloro-2-nitrobenzene is an organic compound with the formula C6H3Cl2NO2. One of several isomers of dichloronitrobenzene, it is a yellow 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.Gerald Booth (2007). "Nitro Compounds, Aromatic" in Ullmann's Encyclopedia of Industrial Chemistry Wiley-VCH, Weinheim, 2005.
References
Category:Nitrobenzene derivatives
Category:Dichlorophenyl compounds