| Identification | More | [Name]
1,5-DIHYDROXYANTHRAQUINONE | [CAS]
117-12-4 | [Synonyms]
1,5-DIHYDROXYANTHRAQUINONE
1,5 DIHYDROXY AQ
ANTHRARUFIN
LABOTEST-BB LT00160027
RARECHEM AQ BD AN24
1,5-dihydroxy-10-anthracenedione
1,5-Dihydroxy-9,10-anthracenedione
1,5-Dihydroxy-9,10-anthraquinone
1,5-Dihydroxyanthra-9,10-quinone
1,5-Dihydroxyanthrachinon
1,5-dihydroxy-anthraquinon
Anthraquinone, 1,5-dihydroxy-
9,10-Anthracenedione, 1,5-dihydroxy-
Anthrarufin,80%
1,5-dihydroxyanthracene-9,10-dione
ANTHRARUFIN, TECH., 85%
1,5-DIHYDROXYANTHRAQUINONE: TECH., 90% | [EINECS(EC#)]
204-175-6 | [Molecular Formula]
C14H8O4 | [MDL Number]
MFCD00001210 | [Molecular Weight]
240.21 | [MOL File]
117-12-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
279 °C (dec.)(lit.)
| [Boiling point ]
342.92°C (rough estimate) | [density ]
1.56 g/cm3 | [vapor density ]
8.3 (vs air)
| [refractive index ]
1.5430 (estimate) | [storage temp. ]
-20°C Freezer | [solubility ]
Poor solubility in all solvents tested.DMSO (Sparingly) | [form ]
Solid | [pka]
6.42±0.20(Predicted) | [color ]
Yellow to Green | [Merck ]
14,689 | [BRN ]
1881718 | [InChI]
InChI=1S/C14H8O4/c15-9-5-1-3-7-11(9)14(18)8-4-2-6-10(16)12(8)13(7)17/h1-6,15-16H | [InChIKey]
JPICKYUTICNNNJ-UHFFFAOYSA-N | [SMILES]
C1(O)=C2C(C(=O)C3=C(C2=O)C=CC=C3O)=CC=C1 | [CAS DataBase Reference]
117-12-4(CAS DataBase Reference) | [EPA Substance Registry System]
Anthrarufin (117-12-4) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [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 .
S37/39:Wear suitable gloves and eye/face protection .
S36/37:Wear suitable protective clothing and gloves . | [WGK Germany ]
3
| [RTECS ]
CB6630000
| [TSCA ]
Yes | [HS Code ]
29146990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Aluminium chloride hexahydrate-->Anthracene-->MERCURY(II) SULFATE-->1,4-Anthracenedione, 2,3-dihydro-5,9,10-trihydroxy--->1,8-Dihydroxyanthraquinone | [Preparation Products]
Disperse Blue BGL-->CI 63010-->CI 63010-->1,2,5-TRIHYDROXYANTHRAQUINONE-->Solvent Blue 74-->1,5-dihydroxy-4,8-dinitro-9,10-dioxo-9,10-dihydroanthracene-2,6-disulfonic acid-->1,5-dichloro-4,8-dihydroxyanthraquinone |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow to Green Solid | [Uses]
1,5-Dihydroxyanthraquinone (anthrarufin) is an important intermediate for manufacturing disperse blue dyes. It is the key intermediates for manufacturing disperse blue dyes via dinitrodihydroxyanthraquinone and vat dyes via diaminoanthraquinones. | [Uses]
1,5-Dihydroxyanthraquinone is an anthraquinone derivative with suppressive effects against nitric oxide (NO) synthase. Potential antimalarial agent. Used in studies as a potential competitive non-peptidic inhibitor of HIV-1 protei nase.
| [Uses]
Important intermediate in the manufacture of alizarin and indanthrene dyestuffs. Forms insoluble Ba and Ca lakes; has been proposed as analytical reagent for the detection of Ca. | [Definition]
ChEBI: A dihydroxyanthraquinone that is anthracene-9,10-dione substituted by hydroxy groups at positions 1 and 5. | [Synthesis]
1,5-Dihydroxyanthraquinone is prepared
from 1,5-anthraquinonedisulfonic acid by
replacing the SO3H groups, and
from 1,5-dinitroanthraquinone by directly replacing
the nitro groups, e.g., in sulfolane with
calcium oxide or, more effectively, via 1,5-
dimethoxyanthraquinone and subsequent hydrolysis
of the ether linkage. | [Purification Methods]
Purify anthrarufin by column chromatography on silica gel with CHCl3/Et2O as eluent, followed by recrystallisation from acetone. Alternatively recrystallise it from glacial acetic acid [Flom & Barbara J Phys Chem 89 4489 1985]. [Beilstein 7 III 2359, 8 IV 3268.] |
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