9,10-Dihydro-9-oxoacridine
Acridone
CAS: 578-95-0
Molecular Formula: C13H9NO
9,10-Dihydro-9-oxoacridine - Names and Identifiers
| Name | Acridone |
| Synonyms | Acridone 9-Acridone AURORA KA-3719 9-Acridone(10H) 9(10H)-Acridone 10H-Acridin-9-One acridin-9(10H)-one acridin-9-(10H)-one ACRIDONE, FOR FLUORESCENCE 9,10-Dihydro-9-oxoacridine 9,10-Dihydro-9-oxoacridone benzo[b][1,8]naphthyridin-5(10H)-one |
| CAS | 578-95-0 |
| EINECS | 209-434-7 |
| InChI | InChI=1/C13H9NO/c15-13-9-5-1-3-7-11(9)14-12-8-4-2-6-10(12)13/h1-8H,(H,14,15) |
| InChIKey | FZEYVTFCMJSGMP-UHFFFAOYSA-N |
9,10-Dihydro-9-oxoacridine - Physico-chemical Properties
| Molecular Formula | C13H9NO |
| Molar Mass | 195.22 |
| Density | 1.1266 (rough estimate) |
| Melting Point | >300 °C (lit.) |
| Boling Point | 331.88°C (rough estimate) |
| Flash Point | 155.049°C |
| Water Solubility | Insoluble in benzene, chloroform, ether, water and ethanol. |
| Solubility | Soluble in hot acetic acid, hot alcohol, potassium hydroxide and alcohol solution, insoluble in water, ether, benzene and chloroform |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | Yellow to Green Crystals |
| Color | Yellow |
| BRN | 7104 |
| pKa | -0.30±0.30(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.6060 (estimate) |
| MDL | MFCD00005019 |
| Physical and Chemical Properties | Yellow needle-like or plate-like crystals. Melting point 361-362 °c. Soluble in hot acetic acid, hot alcohol, potassium hydroxide and alcohol solution, insoluble in water, ether, benzene and chloroform. Blue fluorescence in alcoholic solution. |
9,10-Dihydro-9-oxoacridine - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R22 - Harmful if swallowed R40 - Limited evidence of a carcinogenic effect |
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| RTECS | AR6976000 |
| TSCA | Yes |
| HS Code | 29339900 |
9,10-Dihydro-9-oxoacridine - Introduction
Soluble in hot acetic acid, hot alcohol, potassium hydroxide and alcohol solution, insoluble in water; ether; benzene and chloroform. Blue fluorescence in alcohol solution.
Last Update：2022-10-16 17:26:33
9,10-Dihydro-9-oxoacridine - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Use | organic synthesis. |
| production method | the reaction of O-chlorobenzoic acid and aniline to produce diphenylaniline-2-carboxylic acid (I. E. O-phenylaminobenzoic acid or N-phenylaminobenzoic acid), and then in concentrated sulfuric acid dehydration ring obtained. In a ML three-necked flask equipped with a distillation apparatus and a stirrer, 10g(0.064mol) of O-chlorobenzoic acid, 10g of potassium carbonate, 40ml(0.42mol) of aniline and 0.1g of freshly prepared copper powder were added. The mixture was stirred, heated and the water produced by the reaction was slowly distilled off. About 3H. Unreacted aniline was then distilled off by steam distillation. The residue was decolorized by filtration with activated carbon. Concentrated hydrochloric acid was added to the filtrate to precipitate crystals, which were cooled, filtered, washed with a small amount of cold water and drained. The crude product is recrystallized from acetic acid and ethanol and has a melting point of 183-184 °c. 5g of O-phenylaminobenzoic acid was mixed with 35ml of concentrated sulfuric acid and heated for 3H on a water bath. After cooling, 40ml of ice water was added with vigorous stirring and the precipitate was filtered off. This was added to 2.5% of a sodium carbonate solution, heated, filtered, washed with water and dried to give acridone. |
| category | toxic substances |
| flammability hazard characteristics | flammable; Toxic nitrogen oxide smoke released by thermal decomposition |
| storage and transportation characteristics | warehouse ventilation and low temperature drying |
| extinguishing agent | dry powder, foam, sand, carbon dioxide, water mist |
Last Update：2024-04-09 02:00:09
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