| 1,2-Dichloro-4-nitrobenzene | |
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Other names
DCNB, 3,4-dichloronitrobenzene |
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| Identifiers | |
| CAS number | 99-54-7 |
| ChemSpider | 21106095 |
| ChEMBL | CHEMBL167468 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C6H3Cl2NO2 |
| Molar mass | 192.01 |
| Appearance | yellow needles |
| Density | 1.4588 g/cm3 |
| Melting point |
52.8-56 °C |
| Boiling point |
263 °C |
| Solubility in water | organic solvents |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 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.
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]