1,2-Dichloro-4-nitrobenzene
| 1,2-Dichloro-4-nitrobenzene | |
|---|---|
| File:1,2-Dichloro-4-nitrobenzene.png | |
| Other names DCNB, 3,4-dichloronitrobenzene | |
| style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers | |
| CAS number | 99-54-7 |
| ChemSpider | 21106095 |
| SMILES | Script error: No such module "collapsible list". |
| InChI | Script error: No such module "collapsible list". |
| InChI key | NTBYINQTYWZXLH-UHFFFAOYAQ |
| style="background: #F8EABA; text-align: center;" colspan="2" | Properties | |
| Molecular formula | C6H3Cl2NO2 |
| Molar mass | 192.01 |
| Appearance | yellow needles |
| Density | 1.4588 g/cm3 |
| Melting point |
43 °C |
| Boiling point |
263 °C |
| Solubility in water | organic solvents |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
| 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
- ↑ 1.0 1.1 Gerald Booth (2007). "Nitro Compounds, Aromatic" in Ullmann's Encyclopedia of Industrial Chemistry Wiley-VCH, Weinheim, 2005.
