1,2-Dichloro-4-nitrobenzene
 | |
| Names | |
|---|---|
| Other names
DCNB, 3,4-dichloronitrobenzene | |
| Identifiers | |
99-54-7  | |
| ChEMBL | ChEMBL167468  |
| ChemSpider | 21106095 |
| Jmol interactive 3D | Image |
| |
| |
| Properties | |
| C6H3Cl2NO2 | |
| Molar mass | 192.01 |
| Appearance | yellow needles |
| Density | 1.4588 g/cm3 |
| Melting point | 52.8 to 56 °C (127.0 to 132.8 °F; 325.9 to 329.1 K) |
| Boiling point | 263 °C (505 °F; 536 K) |
| organic solvents | |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| verify (what is ?) | |
| Infobox references | |
1,2-Dichloro-4-nitrobenzene is an organic compound with the formula 1,2-Cl2C6H3-4-NO2. This pale yellow solid is related to 1,2-dichlorobenzene by the replacement of one H atom with a nitro functional group. This compound is an intermediate in the synthesis of agrochemicals.
Production and uses
The nitration of 1,2-dichlorobenzene mainly produces 1,2-dichloro-4-nitrobenzene, together with smaller amounts of the 3-nitro isomer. It can also be prepared by chlorination of 4-chloronitrobenzene.[1]
One of the chlorides is reactive toward nucleophiles. Potassium fluoride gives 1-chloro-2-fluoro-4-nitrobenzene, an intermediate in the production of herbicides. With ammonia, one obtains 2-chloro-4-nitroaniline, a precursor to diazo dyes. Reduction with iron powder gives 3,4-dichloroaniline (m.p. 72 °C, CAS# 95-76-1).[1]
References
- 1 2 Gerald Booth (2007). "Nitro Compounds, Aromatic" in Ullmann's Encyclopedia of Industrial Chemistry Wiley-VCH, Weinheim, 2005.