Identification | Back Directory | [Name]
2,4-DINITROCHLOROBENZENE-6-SULFONIC ACID | [CAS]
4515-26-8 | [Synonyms]
2-CHLORO-3,5-DINITROBENZENESULFONIC ACID 2,4-DINITROCHLOROBENZENE-6-SULFONIC ACID 2-chloro-3,5-dinitrobenzenesulphonic acid | [EINECS(EC#)]
224-839-9 | [Molecular Formula]
C6H3ClN2O7S | [MDL Number]
MFCD00035750 | [MOL File]
4515-26-8.mol | [Molecular Weight]
282.62 |
Hazard Information | Back Directory | [Physical properties]
crystallizes from water as needles. | [Uses]
Hydrolysis of 2-Chloro-3,5-dinitrobenzenesulfonic Acid with aqueous alkali readily yields 2,4-dinitrophenol-6-sulfonic acid, which is reduced with sodium sulfide to 4-nitro- 2-aminophenol-6-sulfonic acid [96-67-3], a diazo component of metallizable azo dyes. Under very mild conditions, 2-Chloro-3,5-dinitrobenzenesulfonic Acid is aminated to 2,4-dinitroaniline-6-sulfonic acid, and 2-Chloro-3,5-dinitrobenzenesulfonic Acid reacts with sodium sulfite to give 3,5-dinitrobenzene- 1,2-disulfonic acid.
| [Production Methods]
4-Chloronitrobenzene is sulfonated by gradual addition of 25 % oleum at 60 ℃; the temperature is raised slowly to 125 ℃, and held there for 8 h. The sulfonation mixture is cooled to 70 ℃, nitric acid is added over 5 h, and the reaction is completed by heating for 12 h at 70 ℃ followed by 4 h at 100 ℃. After cooling and quenching, the sodium salt of the product is salted out by addition of sodium sulfate and isolated in 80 % yield.
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