| Identification | More | [Name]
1-Amino anthraquinone | [CAS]
82-45-1 | [Synonyms]
1-amino-9,10-anthracenedione
1-AMINOANTHRAQUINONE
1-AMINOANTHRAQUIONE
A-ANTHRAQUINONYLAMINE
CI 37275
.alpha.-Aminoanthraquinone
10-Anthracenedione,1-amino-9
1-amino-10-anthracenedione
1-Amino-9,10-anthraquinone
1-Aminoanthra-9,10-quinone
1-Aminoanthrachinon
1-amino-anthraquinon
9,10-Anthracenedione, 1-amino-
9,10-Anthracenedione,1-amino-
alpha.-Aminoanthraquinone
alpha-Aminoanthraquinone
alpha-Anthraquinonylamine
Anthraquinone, 1-amino-
Diazo Fast Red AL
diazofastredal | [EINECS(EC#)]
201-423-5 | [Molecular Formula]
C14H9NO2 | [MDL Number]
MFCD00001213 | [Molecular Weight]
223.23 | [MOL File]
82-45-1.mol |
| Chemical Properties | Back Directory | [Appearance]
deep brown crystalline powder | [Melting point ]
253-255 °C (lit.) | [Boiling point ]
364.52°C (rough estimate) | [density ]
1.1814 (rough estimate) | [refractive index ]
1.4700 (estimate) | [storage temp. ]
room temp | [solubility ]
Soluble in alcohol, benzene, chlroform, ether, glacial acetic acid, HCl | [Colour Index ]
37275 | [form ]
powder to crystal | [pka]
-0.51±0.20(Predicted) | [color ]
Orange to Brown to Dark red | [Stability:]
Stable. Incompatible with acids, acid chlorides, acid anhydrides, chloroformates, strong oxidizing agents. | [Water Solubility ]
312.5ug/L(25 ºC) | [Merck ]
14,417 | [BRN ]
396360 | [Henry's Law Constant]
2.0×103 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) | [Major Application]
diagnostic assay manufacturing
hematology
histology | [InChI]
1S/C14H9NO2/c15-11-7-3-6-10-12(11)14(17)9-5-2-1-4-8(9)13(10)16/h1-7H,15H2 | [InChIKey]
KHUFHLFHOQVFGB-UHFFFAOYSA-N | [SMILES]
Nc1cccc2C(=O)c3ccccc3C(=O)c12 | [CAS DataBase Reference]
82-45-1(CAS DataBase Reference) | [NIST Chemistry Reference]
1-Aminoanthraquinone(82-45-1) | [EPA Substance Registry System]
82-45-1(EPA Substance) |
| Hazard Information | Back Directory | [Description]
Anthraquinone dyes are the second largest class of dyes after azo dyes, and 1-aminoanthraquinone is an important intermediate for the synthesis of anthraquinone dyes. It is the main raw materials of amino acid and pyrazole anthraquinone occupy an extremely important position in the dye industry. | [Chemical Properties]
deep brown crystalline powder | [Uses]
1-Aminoanthraquinone(82-45-1) is the most important intermediate for manufacturing acid, reactive, disperse, and vat dyes.
| [Application]
1-Aminoanthraquinone(82-45-1) has the ability to increase the solubility of anthraquinone derivatives in supercritical carbon dioxide. It is widely used in the preparation of various anthraquinone dyes. It also bridges Pt nanoparticles on carbon nanotubes as efficient electrocatalysts.
| [Preparation]
1-Aminoanthraquinone (1-AAQ,82-45-1) is synthesized by the condensation of 2-substituted benzoic acid and xylene to yield 2-substituted-dimethylbenzophenone, subsequent oxidation of the methyl groups, ring closure to form a 1-substituted anthraquinone carboxylic acid, replacement of the 1-substituent with ammonia, and decarboxylation.
| [Hazard]
Toxicity studies showed histopathological changes in the kidneys and spleen, loss of breastfeeding behaviour, decreased pup survival on day 4 after birth, repeated doses and reproductive toxicity less than 40 mg/kg/day (lowest tested dose) of NOAEL.
No adverse effects on reproductive parameters or teratogenicity were observed. caused excitability, weight loss, and liver and kidney changes in an inhalation study in rats; orthocytotic anaemia, weight loss, and organ changes (liver, spleen and heart) in a 2-week oral study in guinea pigs; and was not irritating to the skin or eyes of rabbits. | [Biochem/physiol Actions]
1-Aminoanthraquinone has the ability to increase the solubility of derivatives of anthraquinone in supercritical carbon dioxide. | [Synthesis]
Anthraquinone is sulfonated with nicotinic sulfuric acid in the presence of a small amount of mercury salt to generate anthraquinone-1-sulfonic acid, which is then neutralized with potassium hydroxide to form anthraquinone sulfonic acid potassium salt. Under high temperature and high pressure, ammonia and anthraquinone sulfonic acid potassium The salt action generates 1-aminoanthraquinone, and the generated sulfite reacts with the product again and the quality of the product decreases. Therefore, nitrobenzene sulfonate is usually used as an oxidant to oxidize sulfite to sulfate, which itself is reduced to m-aminobenzenesulfonic acid. |
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