Molecular Formula | C11H13N3O |
Molar Mass | 203.24 |
Density | 0.8 |
Melting Point | 105-110°C(lit.) |
Boling Point | 340 C |
Flash Point | 140.7°C |
Water Solubility | ca. 500 g/L (20 ºC) |
Solubility | Soluble in water (50 mg/ml). |
Vapor Presure | 0.000659mmHg at 25°C |
Appearance | Amber crystalline powder |
Color | Yellow to yellow-brown |
Odor | Odorless |
Merck | 14,591 |
BRN | 181635 |
pKa | pK1: 4.94(+1) (25°C) |
PH | 7.1 (100g/l, H2O, 20℃)(slurry) |
Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
Stability | Stable. May be light sensitive. |
Sensitive | `sensitive` to light, humidity and air |
Refractive Index | 1.4930 (estimate) |
MDL | MFCD00003145 |
Physical and Chemical Properties | Light yellow crystals. Melting point 109 °c. Soluble in water, benzene and ethanol, slightly soluble in ether. |
Use | As an intermediate of the drug metamizole sodium |
Hazard Symbols | Xn - Harmful |
Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
WGK Germany | 3 |
RTECS | CD2480000 |
FLUKA BRAND F CODES | 8-9-23 |
TSCA | Yes |
HS Code | 29331190 |
Hazard Note | Harmful |
Toxicity | LD50 orally in Rabbit: 1700 mg/kg |
Raw Materials | Sulfuric acid Sodium nitrite |
Reference Show more | 1. [IF=5.548] Jing Hu et al."A highly sensitive visual sensor for tetracycline in food samples by a double-signal response fluorescent nanohybrid."Food Control. 2020 Feb;108:106832 2. [IF=1.307] Zhu Junlun et al."Cu/CuO-Graphene Foam with Laccase-like Activity for Identification of Phenolic Compounds and Detection of Epinephrine."CHEMICAL RESEARCH IN CHINESE UNIVERSITIES. 2022 May;:1-9 |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Use | an intermediate of metamizole sodium. used as the intermediate of metamizole metamizole used for the determination of alcohols and amines, and phenolic compounds in Air and Water used for the determination of alcohols, phenols, amines and their homologs; chromatographic determination of Alkylphenol; Determination of H2O2; Determination of glucose in the presence of phenol and peroxidase |
production method | Antipyrine is nitrated by sodium nitrite, reduced by ammonium bisulfite and ammonium sulfite, hydrolyzed by sulfuric acid, and finally neutralized by liquid ammonia, 4-aminoantipyrine was obtained. The process is as follows: antipyrine and 50% sulfuric acid are mixed into a solution, which contains 38%-40% of antipyrine and 11%-12% of sulfuric acid. This solution and the sodium nitrite solution were simultaneously flowed into the nitrosation reactor to control the flow rate of both, the reaction temperature was controlled at 45-50 ° C., the reaction was carried out under stirring, and the end point of the reaction was measured with iodine powder starch test paper to adjust the water flow rate. Nitrosamine generated by nitrosation flows into the reducing tank immediately, and reacts with the reducing agent ammonium bisulfite and the aqueous solution of ammonium sulfite in the tank. The pH value and the degree of reduction were measured by sampling. The pH value was between 5.4 and 5.8, and the degree of reduction was about 15 (that is, the number of ML of 0.1N iodine solution consumed by 1ml of reducing solution). After completion of the reduction, the pH value was adjusted to 5.8-6.0, and the degree of reduction was about 5. The temperature was raised to 100 C, and the hydrolysis was 3H. The temperature was lowered to 80 ° C., neutralized to pH7-7.5 with liquid ammonia, and allowed to stand for stratification. 4-amino antipyrine oil (more than 80%) was obtained from waste water. This was pressed into a crystallization tank, stirred, cooled to crystallize, and filtered to obtain 4-aminoantipyrine. The yield was 96%. |
category | toxic substances |
toxicity grade | poisoning |
Acute toxicity | oral-rat LD50: 1700 mg/kg; Oral-mouse LD50: 800 mg/kg |
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 |