Alizarin
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Alizarin
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CAS No:
72-48-0
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Formula:
C14H8O4
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Chemical Name:
Alizarin
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Synonyms:
9,10-Anthracenedione,1,2-dihydroxy-;Alizarin B;Anthraquinone,1,2-dihydroxy-;1,2-Dihydroxy-9,10-anthracenedione;C.I. 58000;Alizarin;Alizarina;Alizarine;Alizarine B;Alizarine 3B;Alizarine Indicator;Alizarine Lake Red 2P;Alizarine Lake Red IPX;Alizarine NAC;Alizarine L Paste;Alizarine Paste 20 percent Bluish;Alizarine Red;Alizarine Red B;Alizarine Red B2;Alizarine Red L;Alizarine Red IP;Alizarine Red IPP;1,2-Anthraquinonediol;Alizarine Lake Red 3P;Certiqual Alizarine;C.I. Mordant Red 11;1,2-Dihydroxyanthraquinone;Eljon Madder;Mitsui Alizarine B;Turkey red;Alizarin Red;D And C Orange Number 15;Deep Crimson Madder 10821;1,2-Dihydroxy-9,10-anthraquinone;Mordant Red 11;C Ext. Red 62;Acid Metachrome Red B;Acid Mordant Red B;NSC 7212;Qiansu;CSU-1585;CSU 1585;Rubican;1,2-Dihydroxy-9,10-dihydroanthracene-9,10-dione;1328-02-5;84754-86-9
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CAS No:
Description
Alizarin is a natural dye extracted from the roots of madder plant and has been widely used as a pigment in textile fabrics and paintings[1].
Alizarin is a dihydroxyanthraquinone that is anthracene-9,10-dione in which the two hydroxy groups are located at positions 1 and 2. It has a role as a chromophore, a dye and a plant metabolite.
Characteristics
74.6
3.2
Orange to orange-brown Fine Powder
1.5±0.1 g/cm3
289.5 °C
430 °C
430°C subl.
1.733
Solubility Virtually insoluble in water; moderately soluble in ethanol, soluble in benzene, toluene, Ixylene, pyridine, acetic acid
8.76e-10 mmHg
Safety Information
NONH for all modes of transport
3
36/38-36/37/38
26-36-24/25-22
YO8300000
Xi
Stable. Incompatible with strong oxidizing agents, strong bases.
P264, P270, P280, P301+P312, P302+P352, P305+P351+P338, P321, P330, P332+P313, P337+P313, P362, P501
H302
|Warning|H302 (61.54%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P280, P301+P312, P302+P352, P305+P351+P338, P321, P330, P332+P313, P337+P313, P362, and P501|Aggregated GHS information provided by 72 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Alizarin Use and Manufacturing
In nature, alizarin exists in the roots of madder. Anthraquinone-2-sulfonic acid is co-melted with caustic soda and potassium chlorate or potassium nitrate, and then the melt is poured into hot water, and then the alizarin is precipitated with hydrochloric acid: 9g potassium chlorate, 30g anthraquinone-2-sulfonate Sodium and 110g of sodium hydroxide were dissolved in 110ml of water and heated at 170°C in an autoclave to react 25g. After cooling, the reaction was extracted several times with water, 150 ml each time. The water extract was filtered and the filtrate was acidified with hydrochloric acid. After cooling, the precipitate precipitated by suction filtration, washed and dried to obtain about 20g of alizarin.
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 cells 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 proliferation, tumor growth and suppress tumorigenesis in human osteosarcoma and breast cancer cell representative for bone metastasis.
9,10-Anthracenedione, 1,2-dihydroxy-: ACTIVE
Cosmetics -> Cosmetic colorant; Hair dyeing
Computed Properties
Molecular Weight:240.21
XLogP3:3.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Exact Mass:240.04225873
Monoisotopic Mass:240.04225873
Topological Polar Surface Area:74.6
Heavy Atom Count:18
Complexity:378
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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