1-Aminoanthraquinone
1-Aminoanthraquinone
CAS: 82-45-1
Molecular Formula: C14H9NO2
1-Aminoanthraquinone - Names and Identifiers
| Name | 1-Aminoanthraquinone |
| Synonyms | 1-Aminoanthraquinone 1-Amino anthraquinone |
| CAS | 82-45-1 |
| EINECS | 201-423-5 |
| InChI | InChI=1/C14H9NO2/c15-11-7-3-6-10-12(11)14(17)9-5-2-1-4-8(9)13(10)16/h1-7H,15H2 |
1-Aminoanthraquinone - Physico-chemical Properties
| Molecular Formula | C14H9NO2 |
| Molar Mass | 223.23 |
| Density | 1.383g/cm3 |
| Melting Point | 251℃ |
| Boling Point | 464.9°C at 760 mmHg |
| Flash Point | 235°C |
| Water Solubility | 312.5ug/L(25 ºC) |
| Solubility | Soluble in alcohol, benzene, chlroform, ether, glacial acetic acid, HCl |
| Vapor Presure | 8.04E-09mmHg at 25°C |
| Merck | 14,417 |
| BRN | 396360 |
| pKa | -0.51±0.20(Predicted) |
| Storage Condition | room temp |
| Stability | Stable. Incompatible with acids, acid chlorides, acid anhydrides, chloroformates, strong oxidizing agents. |
| Refractive Index | 1.707 |
| MDL | MFCD00001213 |
| Physical and Chemical Properties | Character: red flash needle crystal. melting point 253~256 ℃ solubility: soluble in hot nitrobenzene, toluene, xylene, ether, acetic acid, chloroform, benzene, slightly soluble in cold ethanol, insoluble in water. |
| Use | Intermediates for the preparation of disperse, reactive and Vat Dyes |
1-Aminoanthraquinone - Risk and Safety
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S24/25 - Avoid contact with skin and eyes. |
| UN IDs | 3077 |
| WGK Germany | 1 |
| RTECS | CB5075000 |
| TSCA | Yes |
| HS Code | 29223900 |
| Hazard Class | 9 |
| Packing Group | III |
1-Aminoanthraquinone - Upstream Downstream Industry
1-Aminoanthraquinone - Nature
Open Data Verified Data
red flash needle crystal. The melting point was 253-256 °c. Can sublimate. Soluble in hot nitrobenzene, toluene, xylene, ether, acetic acid, chloroform, benzene, cold-soluble ethanol, insoluble in water.
Last Update：2024-01-02 23:10:35
1-Aminoanthraquinone - Preparation Method
Open Data Verified Data
- The nitration-reduction method anthraquinone was nitrated with mixed acid to obtain nitroanthraquinone, and the reaction product was filtered and washed with hot water until neutral, and then purified with sodium sulfite. In which 2-nitroanthraquinone and sodium sulfite to generate a water-soluble quinone -2 sodium sulfonate, filtration after washing to remove it. The obtained 1-nitroquinone was reduced with sodium sulfide to obtain 1-amino quinone crude product, which was refined by adding lye and sodium hydrosulfite to remove diaminoanthraquinone, and then oxidized by oxygen, filtered and dried to obtain a finished product.
- anthraquinone sulfonate aminolysis anthraquinone reacts with fuming sulfuric acid in the presence of mercury sulfate to form quinone -1-sulfonic acid, which is neutralized with ammonia water and then replaced with sodium salt, then in the M-nitrobenzene sulfonic acid sodium catalyzed aminolysis to produce 1 amino anthraquinone, refined after the finished product.
Last Update：2022-01-01 10:55:14
1-Aminoanthraquinone - Introduction
Soluble in ethanol, ether, chloroform, acetone, benzene, glacial acetic acid, hot nitrobenzene, hydrochloric acid, sulfuric acid, insoluble in water.
Last Update：2022-10-16 17:29:08
1-Aminoanthraquinone - Use
Open Data Verified Data
important intermediates of Vat Dyes, disperse dyes, reactive dyes and quinone acid dyes.
Last Update：2022-01-01 10:55:14
1-Aminoanthraquinone - Safety
Open Data Verified Data
- the toxicity and irritation were stronger than that of quinone. Can cause skin allergy, cause eczema. The production workshop should be well ventilated and the equipment should be closed. Protective equipment should be worn during operation.
- The container was packed with an iron drum lined with a plastic bag. 25kg or 50kg net per barrel. Store in a cool, ventilated place. Moisture-proof, sunscreen. According to the provisions of the storage and transportation of toxic chemicals.
Last Update：2022-01-01 10:55:15
1-Aminoanthraquinone - Introduction
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 has the widest use and the largest consumption. It is the main raw material for the production of bromine and pyrazole anthraquinone, and occupies an extremely important position in the dye industry.
application
1-amino anthraquinone can be used as an intermediate for preparing dispersion, activity and vat dyes.
Chemical Properties Red Flash Needle Crystal. Soluble in hot nitrobenzene, toluene, xylene, ether, acetic acid, chloroform, benzene, slightly soluble in cold ethanol, insoluble in water.
important dye intermediates. It can be used to produce reduced kaji 2G, reduced red brown R, reduced olive green B, olive T, olive R reduced gray M, dispersed red 3B, reactive brilliant blue KN-R and reactive brilliant blue M-BR.
Use as an analytical reagent and also used in organic synthesis
Use intermediates for the preparation of dispersed, reactive, vat dyes
Production method 1. Anthraquinone sulfonation oxidation anthraquinone is sulfonated with fuming sulfuric acid in the presence of a small amount of mercury salt to generate anthraquinone -1-sulfonic acid, and then neutralized with potassium hydroxide into anthraquinone sulfonate potassium salt. Under high temperature and high pressure, ammonia reacts with anthraquinone sulfonate to generate 1-aminoanthraquinone, and the generated sulfite reacts with the product to reduce the quality of the product. Therefore, nitrobenzene sulfonate is usually used as the oxidant to oxidize sulfite to sulfate, which itself is reduced to m-aminobenzene sulfonic acid. This process uses mercury as a positioning agent in the sulfonation stage to produce a large amount of mercury-containing sewage, so the anthraquinone nitration reduction method has been developed. 2. Anthraquinone nitration reduction method Anthraquinone is nitrated with mixed acid, diluted, neutralized, filtered, washed, refined with sodium sulfite, and then reduced by sodium sulfide, refined and dried to obtain the finished product. Raw material consumption quota: anthraquinone (≥ 96%)1626 kg/t, sodium sulfite (93%)1214 kg/t, nitric acid (97%)2182 kg/t, hydrosulfite (85%)998 kg/t, sulfuric acid (92.5%)7874 kg/t.
Last Update：2024-04-10 22:29:15
1-Aminoanthraquinone - Security information
Category Toxic
Toxic graded poisoning
acute toxicity abdominal cavity-rat LD50: 1500 mg/kg; Abdominal cavity-mouse LD50: 6026 mg/kg
stimulation data eye-rabbit 100 mg/24 hours moderate
Flammability hazard characteristics are flammable; combustion produces toxic nitrogen oxide smoke
storage and transportation characteristics warehouse ventilation and low temperature drying
Fire extinguishing agent dry powder, foam, sand, carbon dioxide, mist water
Last Update：2024-04-10 22:29:15
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View History
Raw Materials for 1-Aminoanthraquinone
Nitric acid
Sodium sulfite
Sodium dithionite
Nicotinic acid
Anthraquinone
1-Anthraquinonesulfonic acid
N-anthraquinon-1-ylacetamide
Sodium sulfite
Sodium dithionite
Nicotinic acid
Anthraquinone
1-Anthraquinonesulfonic acid
N-anthraquinon-1-ylacetamide
Downstream Products for 1-Aminoanthraquinone
Bromaminic acid
Vat Green 8
Disperse Red 60
1-Amino-2,4-dibromoanthraquinone
Vat Yellow 33
Vat Grey M
Disperse Red 146
Disperse Red 127
1-amino-4-hydroxy-2-(2-methoxyethoxy)anthraquinone
Disperse Red 53
Kayalon Polyester Light Red BL-SE
Vat Green 8
Disperse Red 60
1-Amino-2,4-dibromoanthraquinone
Vat Yellow 33
Vat Grey M
Disperse Red 146
Disperse Red 127
1-amino-4-hydroxy-2-(2-methoxyethoxy)anthraquinone
Disperse Red 53
Kayalon Polyester Light Red BL-SE