Introduction：Basic information about 1-Aminoanthraquinone CAS 82-45-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
1-Aminoanthraquinone Basic information
| Product Name: | 1-Aminoanthraquinone |
| Synonyms: | Diazo Fast Red AL;alpha-Anthraquinonylamine;Anthraquinone, 1-amino-;.alpha.-Aminoanthraquinone;10-Anthracenedione,1-amino-9;1-amino-10-anthracenedione;1-Amino-9,10-anthraquinone;1-Aminoanthra-9,10-quinone |
| CAS: | 82-45-1 |
| MF: | C14H9NO2 |
| MW: | 223.23 |
| EINECS: | 201-423-5 |
| Product Categories: | Intermediates of Dyes and Pigments;Anthraquinones, Hydroquinones and Quinones;Organics;Aminoanthraquinones;Anthraquinones;A;Stains and Dyes;Stains&Dyes, A to;C13 to C14;Carbonyl Compounds;Ketones;bc0001 |
| Mol File: | 82-45-1.mol |
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1-Aminoanthraquinone Chemical Properties
| 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 |
| pka | -0.51±0.20(Predicted) |
| form | powder to crystal |
| Colour Index | 37275 |
| color | Orange to Brown to Dark red |
| Water Solubility | 312.5ug/L(25 ºC) |
| Merck | 14,417 |
| BRN | 396360 |
| Stability: | Stable. Incompatible with acids, acid chlorides, acid anhydrides, chloroformates, strong oxidizing agents. |
| 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 | 1-Aminoanthraquinone (82-45-1) |
Safety Information
| Risk Statements | 36/37/38 |
| Safety Statements | 24/25 |
| RIDADR | 3077 |
| WGK Germany | 1 |
| RTECS | CB5075000 |
| TSCA | TSCA listed |
| HazardClass | 9 |
| PackingGroup | III |
| HS Code | 29223900 |
| Storage Class | 11 - Combustible Solids |
1-Aminoanthraquinone Usage And Synthesis
| 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. Soluble in hot nitrobenzene, toluene, xylene, ether, acetic acid, chloroform, benzene, slightly soluble in cold ethanol, insoluble in water. |
| Uses | 1-Aminoanthraquinone is the most important intermediate for manufacturing acid, reactive, disperse, and vat dyes. |
| Preparation | 1-Aminoanthraquinone (1-AAQ) 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. |
| Application | 1-Aminoanthraquinone 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. |
| 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. |
| Safety Profile | Moderately toxic by intraperitoneal route. An eye irritant. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic NO,. See also AMINES |
| 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. |
1-Aminoanthraquinone Preparation Products And Raw materials
| Raw materials | Sulfuric acid-->Nitric acid-->Sodium sulfite-->Sodium dithionite-->Sodium sulfide-->Metanilic acid-->Nicotinic acid-->Anthraquinone-->1-Anthraquinonesulfonic acid-->N-anthraquinon-1-ylacetamide |
| Preparation Products | Bromaminic acid-->Vat Black 8-->Vat Green 3-->Vat Green 8-->VAT BLACK 27-->Disperse Red 60-->Vat Black 25-->1-Amino-2,4-dibromoanthraquinone-->Vat Black 9-->Vat Yellow 33-->Vat Grey M-->Disperse Red 146-->C.I. 60752-->Disperse Red 127-->1-amino-4-hydroxy-2-(2-methoxyethoxy)anthraquinone-->1-amino-4-hydroxy-2-[(6-hydroxyhexyl)oxy]anthraquinone-->Disperse Red 53-->Kayalon Polyester Light Red BL-SE-->DISPERSE RED 55 |
