99-03-6
m-Aminoacetophenone
CAS: 99-03-6
Molecular Formula: C8H9NO
99-03-6 - Names and Identifiers
99-03-6 - Physico-chemical Properties
| Molecular Formula | C8H9NO |
| Molar Mass | 135.16 |
| Density | 1.1031 (rough estimate) |
| Melting Point | 94-98°C(lit.) |
| Boling Point | 289-290°C(lit.) |
| Flash Point | 289-291°C |
| Water Solubility | 7.056g/L(37.5 ºC) |
| Solubility | Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) |
| Vapor Presure | 1.319Pa at 25℃ |
| Appearance | Brown crystal |
| Color | Yellow to light brown crystalline powder |
| Merck | 14,413 |
| BRN | 386009 |
| pKa | 3.41±0.10(Predicted) |
| Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
| Refractive Index | 1.5700 (estimate) |
| MDL | MFCD00007796 |
| Physical and Chemical Properties | Melting point 95-98°C boiling point 289-290°C |
| Use | For the synthesis of phenylephrine drugs, hypnotics such as zaleplon, and can be used as raw materials for organic synthesis |
99-03-6 - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S36/37 - Wear suitable protective clothing and gloves. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 2 |
| RTECS | AM5800000 |
| TSCA | T |
| HS Code | 29223900 |
| Hazard Class | IRRITANT |
99-03-6 - Introduction
The pale yellow flaky body is obtained from ethanol, soluble in alcohol, insoluble in water. Partial volatilization in water vapor.
Last Update：2022-10-16 17:30:30
99-03-6 - Reference Information
| LogP | 0.83 |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| uses | M-aminoacetophenone is an important pharmaceutical and organic intermediate, and its downstream products have important uses. For example, M-hydroxyacetophenone is an intermediate for the synthesis of adrenaline-like drugs, M-chloroacetophenone can be used for the synthesis of new bronchodilator drugs, anti-histamine drugs and the like, and 3-acetamidoacetophenone is an intermediate for the synthesis of indindapenolone, a sedative hypnotic drug. pharmaceutical intermediates. for the synthesis of phenylephrine drugs, hypnotics such as zaleplon, can also be used as raw materials for organic synthesis |
| preparation | 0.2g m-nitroacetophenone, 0.2g Pt/Bi2O3(Pt content of wt%),10ml of anhydrous methanol was added into 50ml of batch reactor, and the gas in the reactor was replaced by nitrogen and hydrogen for 3-5 times successively. The reactor was filled with hydrogen to a pressure of 1.0MPa, and heated to 70 ℃ under constant stirring, the stirring rate was 600-800 r/min. If the total pressure drops below 0.5MPa, the hydrogen is replenished to the initial pressure. After 4H, the total pressure was no longer changed, and the stirring was stopped and cooled to room temperature. After the reaction, the mixture was centrifuged, the bottom was yellow catalyst, and the supernatant was Green (if the conversion of M-nitroacetophenone was incomplete, the supernatant was yellow green, and the product of partial hydrogenation of nitro group was nitroso compound). A small amount of supernatant was analyzed by gas chromatography. The conversion rate of M-nitroacetophenone was more than 99.9%, and the selectivity of M-aminoacetophenone was more than 99.9%. The product M-aminoacetophenone was obtained by removing methanol from the filtrate by rotary evaporation in an isolated yield of 99%. |
| production method | obtained by reducing M-nitroacetophenone with iron powder, water is added to the reaction tank, and the iron powder is added with stirring, industrial hydrochloric acid was slowly added. M-nitroacetophenone was fed in batches. Heating to reflux for 6H. It was cooled to 30 ° C., and hydrochloric acid was added to make the reaction solution strongly acidic. The filtrate was filtered, and ammonia water was added to the filtrate to be weakly alkaline, and solid matter was precipitated. The filter cake was M-aminoacetophenone. The yield was 85%. |
| category | toxic substances |
| toxicity grade | poisoning |
| Acute toxicity | oral-rat LD50: 1870 mg/kg |
| stimulation data | Skin-rabbit 500 mg/24 h mild |
| flammability hazard characteristics | flammability; Toxic NOx smoke from combustion |
| 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 15:16:53
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