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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2165966Erstellt: 25. Oktober 2026

Anthraquinone → 9,10-Dihydro-9,10-dioxo-1-anthracenesulfonic acid

https://huagongshe.com/reaction/2165966

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAnthraquinoneHCID 6780—
EduktSulfur trioxideHCID 24682—
KatalysatorPalladiumHCID 23938—
LösungsmittelSulfur DioxideHCID 1119—
Produkt9,10-Dihydro-9,10-dioxo-1-anthracenesulfonic acidHCID 671376%
ProduktAnthraquinoneHCID 6780—

Reaktionsschritte

New catalysts which promote selectively the α-sulfonation of anthraquinone in liquid sulfur dioxide as a solvent are taught addressed in, "Palladium-Catalyzed α-Monosulfonation of Anthraquinone by Sulfur Trioxide in Liquid Sulfur Dioxide" by Yasuziro Kawabata, et al., appearing in Journal of the Chemical Society of Japan, 1980, (3), p. 322-326, wherein the use of liquid sulfur dioxide and palladium containing compounds in the sulfonation reaction resulted in about 100% conversion of anthraquinone and 76% yield of 1-anthraquinonesulfonic acid with 99% α-selectivity. Further, Kawabata, et al. disclose a process of reprecipitation of the solubilized palladium on carbon by hydrogen treating, in which the pH value of the reaction mixture was adjusted to >7, and then 20 atm hydrogen was introduced to deposit the solubilized Pd on carbon. However, the conversion of anthraquinone was found to have decreased to 70% as the recovered Pd-carbon was recycled. Additionally, air or oxygen was introduced into the mixture after the Pd-carbon had been removed in order to precipitate a salt of the monoanthraquinonesulfonic acid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04942251
Quelldatensatzuspto-grants-1990_07
ORD IDord-2b8684a23b9f4db281d534d7457aa6a1
Quellennotizuspto-grants-1990_07