3-Aminobenzoic acid
3-Aminobenzoic acid
CAS: 99-05-8
Molecular Formula: C7H7NO2
3-Aminobenzoic acid - Names and Identifiers
| Name | 3-Aminobenzoic acid |
| Synonyms | 3-Abz-OH 3-aminobenzoate 3-Aminobenzoic acid M-amino benzoic acid Aminobenzoic acid, 3- Between the aMino acid Mesalamine EP Impurity D Aminobenzenecarboxylic acid 3-AMINOBENZOIC ACID FOR SYNTHESIS |
| CAS | 99-05-8 |
| EINECS | 202-724-4 |
| InChI | InChI=1/C7H7NO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,8H2,(H,9,10)/p-1 |
3-Aminobenzoic acid - Physico-chemical Properties
| Molecular Formula | C7H7NO2 |
| Molar Mass | 137.14 |
| Density | 1,51 g/cm3 |
| Melting Point | 178-180°C(lit.) |
| Boling Point | 251.96°C (rough estimate) |
| Flash Point | 150°C |
| Water Solubility | 5.9 g/L (15 ºC) |
| Solubility | Soluble in acetone, soluble in boiling water, hot ethanol, hot chloroform, slightly soluble in cold water, cold ethanol and cold chloroform, insoluble in benzene and gasoline. It's irritating. Solubility: 5.9g/l water (15°C) ,3g/100g ethanol, slightly soluble in ether |
| Vapor Presure | 1.41E-05mmHg at 25°C |
| Appearance | White crystal |
| Color | White-brownish to beige-brown |
| Odor | Odorless |
| Merck | 14,421 |
| BRN | 471603 |
| pKa | 4.78(at 25℃) |
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
| Sensitive | Sensitive to light |
| Refractive Index | 1.5323 (estimate) |
| MDL | MFCD00007795 |
| Physical and Chemical Properties | White or yellowish crystals. Melting point 174 ℃, relative density 1.5105(20/4 ℃). Soluble in acetone, soluble in boiling water, hot alcohol, hot chloroform and ether, slightly soluble in cold water, cold alcohol and cold chloroform, insoluble in benzene and gasoline. Sweet. Can sublimate. |
| Use | Used as photographic and pharmaceutical intermediates |
3-Aminobenzoic acid - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection S36 - Wear suitable protective clothing. |
| WGK Germany | 2 |
| RTECS | DG1225000 |
| TSCA | Yes |
| HS Code | 29224995 |
3-Aminobenzoic acid - Introduction
Sweet. Can sublimate, but partially decompose. The aqueous solution turns brown in the air for a long time. It reacts with mineral acid to form a soluble salt.
Last Update：2022-10-16 17:30:31
3-Aminobenzoic acid - 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) |
| Introduction | M-aminobenzoic acid is mainly used in the synthesis of pharmaceutical intermediates, white or light yellow crystals. M-aminobenzoic acid is soluble in acetone, soluble in boiling water, hot alcohol, hot chloroform and ether, slightly soluble in cold water, cold alcohol and cold chloroform, insoluble in benzene and gasoline, sweet, sublimation. |
| synthesis method | in the reaction vessel was added 3mol of cuprous chloride, 4mol of toluene solution, 5mol of M-nitrobenzoic acid solution, raise the solution temperature to 60 ℃, control the stirring speed 110rpm, maintain 90min, adjust the solution pH to 9 with 10% sodium hydroxide solution, lower the solution temperature to 5 ℃, precipitate crystals, add 6L mass fraction of 30% ethanol solution for washing, mass fraction of 40% sodium chloride solution for washing, mass fraction of 50% nitromethane solution for washing, mass fraction of 60% ethylenediamine solution for washing, anhydrous sodium sulfate dehydrating agent for dehydration, 357.57g of M-aminobenzoic acid was obtained with a yield of 87%. |
| uses | pharmaceutical and dye intermediates. Used in the manufacture of azo dyes, pharmaceutical ethyl iodide acid and bile acid, reagent. used as photographic and pharmaceutical intermediates |
| production method | 1. Catalytic hydrogenation of M-nitrobenzoic acid M-nitrobenzoic acid dissolved in water, heated to below 70 ℃, with 10% liquid alkali to adjust the pH value, the pH value is greater than 7. 2% activated carbon was added, decolorized for 20-30min, and filtered. The filtrate was adjusted to pH8-8.5 with 10% liquid base. Add Palladium carbon to the filtrate (I. E., 2% palladium chloride solution is slowly added to the pan of water and activated carbon, stirring while adding, and then hydrogen gas is added), and heat to 40-45 ℃, hydrogen was passed until hydrogen was no longer absorbed. Palladium carbon was filtered off to obtain sodium M-aminobenzoate solution. The yield was 95%. Nickel can also be used as a catalyst, the test results, the yield is 99.8%; In 88% mL beaker, add 100% M-nitrobenzoic acid (according to 82.3 22% g), of water, with sodium hydroxide pH = 6-7, after the solution was completely dissolved, 17g of Raney nickel was added, and the liquid was pumped into the swing autoclave under stirring, which was replaced by hydrogen and nitrogen two times respectively, and then charged to 3.92MPa, under the pressure of 2.94-3.92MPa and the temperature of 130-140 ℃, the reaction time is about 5h, and the hydrogen pressure does not decrease to the end point. The final product was obtained by filtration and drying. Iron powder reduction method in the reaction tank to add water, hydrochloric acid, sodium chloride, heated to 80. Add iron powder, 95 ℃ for 30min, M-nitrobenzoic acid was added in portions, maintained at 100 ° C. For 1H, cooled to 80 ° C., and neutralized to pH above 9 with sodium carbonate. Pressure filtration was carried out at 50 ° C., and the mud was washed with water to give a light brown reducing liquid. Using hydrochloric acid to adjust the pH value, or using the method of salting out to precipitate M-nitrobenzoic acid, filtered and dried to obtain the finished product. The yield was 90%. |
| category | toxic substances |
| toxicity grade | poisoning |
| Acute toxicity | oral-mouse LD50: 6300 mg/kg; Intraperitoneal-mouse LD50: 500 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 |
Last Update：2024-04-09 02:00:12
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