| Identification | More | [Name]
1,2,5,8-TETRAHYDROXYANTHRAQUINONE | [CAS]
81-61-8 | [Synonyms]
1,2,5,8-TETRAHYDROXYANTHRAQUINONE
ALIZARIN BORDEAUX
ALIZARIN CYANINE 3R
CI 58500
CI NO 58500
LABOTEST-BB LT00129956
QUINALIZARIN
QUINALIZARINE
1,2,5,8-tetrahydroxy-10-anthracenedione
1,2,5,8-tetrahydroxy-9,10-anthracenedione
1,2,5,8-Tetrahydroxy-9,10-Anthraquinone
1,2,5,8-Tetrahydroxyanthra-9,10-quinone
1,2,5,8-Tetrahydroxyanthracinon
1,2,5,8-Tetrahydroxyanthraquin
1,2,5,8-tetrahydroxy-anthraquinon
1,4,5,6-Tetrahydroxyanthraquinone
10-Anthracenedione,1,2,5,8-tetrahydroxy-9
9,10-Anthracenedione, 1,2,5,8-tetrahydroxy-
Alizarin bordeaux,CI 58500
Alizarine Bordeaux | [EINECS(EC#)]
201-366-6 | [Molecular Formula]
C14H8O6 | [MDL Number]
MFCD00001205 | [Molecular Weight]
272.21 | [MOL File]
81-61-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
≥300 °C | [Boiling point ]
375.27°C (rough estimate) | [density ]
1.4292 (rough estimate) | [refractive index ]
1.5230 (estimate) | [storage temp. ]
room temp | [Colour Index ]
58500 | [form ]
powder | [color ]
red | [Water Solubility ]
2.586mg/L(25 ºC) | [BRN ]
1889617 | [InChI]
1S/C14H8O6/c15-6-3-4-7(16)11-10(6)12(18)5-1-2-8(17)13(19)9(5)14(11)20/h1-4,15-17,19H | [InChIKey]
VBHKTXLEJZIDJF-UHFFFAOYSA-N | [SMILES]
Oc1ccc2C(=O)c3c(O)ccc(O)c3C(=O)c2c1O | [CAS DataBase Reference]
81-61-8(CAS DataBase Reference) | [EPA Substance Registry System]
9,10-Anthracenedione, 1,2,5,8-tetrahydroxy- (81-61-8) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,N | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 3077 9 / PGIII | [WGK Germany ]
3 | [TSCA ]
TSCA listed | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1 |
| Hazard Information | Back Directory | [Uses]
1,2,5,8-TETRAHYDROXYANTHRAQUINONE is Al salts dark red, cotton mordanted with Cr salts bluish-violet. No longer used as a dye, except occasionally in printing cotton.
| [Definition]
ChEBI: A tetrahydroxyanthraquinone having the four hydroxy groups at the 1-, 2-, 5- and 8-positions. | [Preparation]
Quinalizarin. 1,2-Dihydroxyanthracene-9,10-dione or 1,4-Dihydroxyanthracene-9,10-dione with great excess fuming sulfuric acid oxidation and hydrolysis. | [Biochem/physiol Actions]
Quinalizarin is a potent (IC50 = 110 nM), ATP-competitive, and highly selective (IC50 >1μM against CK1 and 72 other kinases) casein Kinase II (CK2) inhibitor. | [Properties and Applications]
violet (chromium), dark red light purple (aluminum). Soluble in ethanol. In concentrated sulfuric acid for blue purple, dilution after dark red precipitation.
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Standard
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Ironing Fastness
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Light Fastness
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Fulling
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Persperation Fastness
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Soaping
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Water
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Alkali
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Acid
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ISO
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6
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4-5
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5
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4-5
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| [Purification Methods]
Crystallise the quinone from acetic acid or nitrobenzene. It can be sublimed in vacuo. The Cu salt forms red crystals. [Beilstein 8 H 549, 8 I 755, 8 II 584.] |
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