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4515-26-8

4515-26-8 Structure

4515-26-8 Structure
IdentificationBack 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 InformationBack 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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