1,2-Dichloro-4-nitrobenzene
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| Names | |
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| Other names
DCNB, 3,4-dichloronitrobenzene
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| Identifiers | |
99-54-7  |
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| ChEMBL | ChEMBL167468  |
| ChemSpider | 21106095 |
| Jmol 3D model | Interactive image |
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| 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 | |
| Vapor pressure | {{{value}}} |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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| 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]
