Alizarin Chemische Eigenschaften,Einsatz,Produktion Methoden
R-Sätze Betriebsanweisung:
R36/38:Reizt die Augen und die Haut.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S22:Staub nicht einatmen.
Chemische Eigenschaften
orange-red crystals or powder
History
In ancient times, alizarin was the preferred red dye. Cloth dyed with it has been found in Egyptian tombs dating 6000 years ago. The dye is found in the madder plant, a member of the Rubiaceae family. In 1944 about 35 species of this plant were known, but the use of more sophisticated analytical methods led to the detection of many more species; by 1984 the number had increased to 50. Alizarin is a mordant dye forming various colored coordination complexes with different metallic salts.
Verwenden
Alizarin is used widely as a prominent red dye for textile facbrics. Alizarin red is now used in biochemical assay to determine quantitatively by colorimetry, the presence of calcific deposition by ce
lls of the osteogenic lineage. Alzarine derivatives was evaluated as new inhibitors of the HIV-1 reverse transcriptase associated DNA polymerase and RNase H. Alizarin was also shown to inhibit prolife
ration, tumor growth and suppress tumorigenesis in human osteosarcoma and breast cancer cell representative for bone metastasis.
Definition
alizarin: An orange-red compound,C
14H
8O
4. The compound is a derivativeof anthraquinone, with hydroxylgroups substituted at the 1and 2 positions. It is an importantdyestuff producing red or violetlakes with metal hydroxide.Alizarin occurs naturally as the glucosidein madder. It can be synthesizedby heating anthraquinone withsodium hydroxide.
synthetische
(a) 2 – Bromoanthraquinone and Potassium hydroxide heating; (b) 9,10-Dioxo-9,10-dihydroanthracene-2-sulfonic acid (Sodium) and Sodium hydroxide and Sodium nitrate and Sodium chlorate heating; (C) Anthracene-9,10-dione?and Sodium hydroxide and Sodium chlorate and Sodium nitrate heating (GP 186526); (d) in the presence of Sodium nitrite and Sodium hydroxide and Anthracene-9,10-dione?and Sodium nitrate heating (GP 241806245 987); (e) in the Oxidant and Sodium sulfite and the presence of lime, anthracene in a nitrocellulose derivatives and Sodium hydroxide heating (GP 292247); (f) 2 – Anthraquinonesulfonic acid in the presence of air, with the Sodium hydroxide Etanol wetting treatment (GP 287270); (g) 2-Chloroanthracene-9,10-dione Sodium chlorate in the presence of alkali fusion for (USP 1744815); (h) 2-Methylanthracene-9,10-dione in the presence of Oxidant, with Sodium hydroxide treatment (BP 293328).
läuterung methode
Alizarin crystallises from glacial acetic acid or 95% EtOH. It can also be sublimed at 110o/2mm. It is an indicator with max at 452nm (pH 5.8) and 520nm (pH 7.2). [Beilstein 8 IV 3256.]
Alizarin Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Natrium-9,10-dihydro-9,10-dioxoanthracen-2-sulfonat
9,10-Dioxoanthracen-2-sulfonsure
Anthrachinon
Kaliumchlorat
Natriumhydroxid
Kaliumnitrat
10-Nitroanthrone
2,3-Dichloroanthraquinone
2-Chlorphenol
1,4-Benzodioxan
6,15-Dihydroanthrazin-5,9,14,18-tetron
2-AMINOANTHRAQUINONE
Dinaphtho[2,3-a:2',3'-i]phenazine-5,10,15,18-tetrone, 8,17-dihydro-16-hydroxy-
2-Chloranthrachinon
9,10-Dioxoanthracen-2-sulfonsure
Anthrachinon
2-Methylanthrachinon
Downstream Produkte
3,4-Dihydroxyanthrachinon-2-ylmethyliminodi(essigsure)
1,2,4-Trihydroxyanthrachinon
1,2-Dihydroxy-4-nitro-9,10-anthraquinone
Natrium-9,10-dihydro-3,4-dihydroxy-9,10-dioxoanthracen-2-sulfonatmonohydrat
ALIZARIN CYANINE 2R
1,2-Dihydroxy-3-nitroanthrachinon
1,2,5,8-Tetrahydroxyanthrachinon
1,2,5-TRIHYDROXYANTHRAQUINONE
