Name | 4-Aminophenylarsonic Acid |
Synonyms | NSC 2023 ARSANILIC ACID 4-Arsonoaniline p-Arsanilic acid Arsenic acid anilide Arsanilic Acid (25 mg) 4-Aminophenylarsonic Acid P-Aminobenzenearsonic acid (4-aminophenyl)-arsonicaci 4-Aminobenzenearsonic Acidp-Arsanilic Acid |
CAS | 98-50-0 |
EINECS | 202-674-3 |
InChI | InChI=1/C6H8AsNO3/c8-6-3-1-5(2-4-6)7(9,10)11/h1-4H,8H2,(H2,9,10,11) |
InChIKey | XKNKHVGWJDPIRJ-UHFFFAOYSA-N |
Molecular Formula | C6H8AsNO3 |
Molar Mass | 217.05 |
Density | 1.9571 |
Melting Point | ≥300°C(lit.) |
Boling Point | 528.5±52.0 °C(Predicted) |
Flash Point | 273.4°C |
Water Solubility | SLIGHTLY SOLUBLE IN COLD WATER |
Solubility | Sparingly soluble in water, soluble in concentrated mineral acids, alkalicarbonate solutions, alcohol and diethyl ether. Practically insoluble inacetone, benzene and chloroform. |
Vapor Presure | 5.34E-12mmHg at 25°C |
Appearance | solid |
Color | Needles from aq solns |
Merck | 14,792 |
BRN | 1102334 |
pKa | pK1: ca 2;pK2: 4.02;pK3: 8.62 (25°C) |
Physical and Chemical Properties | Melting Point: 232 ℃ density: 1.957 |
Use | Used as an antibacterial and growth-promoting feed additive |
Risk Codes | R23/25 - Toxic by inhalation and if swallowed. R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
Safety Description | S20/21 - S28 - After contact with skin, wash immediately with plenty of soap-suds. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S28A - |
UN IDs | UN 3465 6.1/PG 3 |
WGK Germany | 3 |
RTECS | CF7875000 |
TSCA | Yes |
HS Code | 29310095 |
Hazard Class | 6.1 |
Packing Group | III |
Toxicity | LD50 orally in male rats: >1000 mg/kg (Goldenthal) |
white or yellowish crystalline powder, odorless. Melting point 232 °c. Insoluble in chloroform, ether, acetone, slightly soluble in water, ethanol, soluble in hot water, methanol, lye.
with aniline and arsenic pentoxide (or arsenic acid) as raw material preparation.
Feeding antibiotics. Can promote the growth of livestock and poultry, improve feed efficiency. With the role of killing bacteria, protozoa and spirochetes, mainly used for the treatment of poultry bacterial infections, such as pigs and chickens have a role in promoting growth.
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
function and use | arsanic acid is an organic arsenic additive, including P-aminobenzoic acid and its sodium salt, is a chemical synthesis of antibacterial additives. Arsanic acid can change the metabolism of pig intestinal bacteria and inhibit various anaerobic bacteria such as Streptococcus, Escherichia coli and salmonella. It is commonly used in full feed for weaned piglets, it has a good control effect on Diarrhea of weaned piglets and edema disease of piglets. The addition ratio of arsanic acid in feed was 45~100mg/kg. Long-term feeding of organic arsenic feed additives will increase emissions to the environment, increase environmental pollution, so from the perspective of environmental protection, should limit the long-term use of organic arsenic formulations. |
Use | as an antibacterial agent, it is mainly used to treat bacterial infections in poultry, on pigs and chickens and other growth promoting effect of feed addition amount of 45-90g/t, withdrawal period of 5 days. as pharmaceutical intermediates and Analytical reagents. P-aminobenzoic acid as a feed antibiotic is the preferred feed additive recommended by the American feed Weekly, which can promote the growth of livestock and poultry, improve feed efficiency, strengthen the body assimilation, promote protein synthesis, improve skin nutrition, accelerated bone growth. The product has the effect of killing bacteria, protozoa and spirochetes, especially inhibiting the growth of harmful bacteria in the intestinal tract of livestock and poultry. used as antibacterial, growth-promoting feed additive assay for cerium and ammonia. Determination of zirconium. As pharmaceutical intermediates and Analytical reagents. |
production method | is obtained from the reduction of P-nitrophenol acid. The pH of the p-nitrophenol acid solution was adjusted to 2.8-3.2 with sulfuric acid. First, 1/3 volume of p-nitrophenyl fluoric acid solution was added to the reaction pot, iron powder and salt were added under stirring, and heated to 100 ° C. For 10-15min, and the pH was above 9 at the end point. Add the remaining 2/3 volumes of p-nitrophenylhydrazine acid solution at 95-100 °c for 0.5H, continue to incubate at 100 °c for 40-50min, and the end point pH is above 9. Liquid alkali was added and allowed to stand for more than 3H. The filtrate was filtered and adjusted to pH 4.5 with sulfuric acid. Activated carbon was added, decolorized at 50-90 °c and filtered. The filtrate was adjusted to pH 2.8-3.2 with sulfuric acid and cooled to 10 °c. After filtration and washing, P-aminobenzoic acid was obtained. Industrial production with aniline and potassium pentoxide as raw material, the purity of the product is more than 98.5%. (1) with aniline and five oxide arsine as raw material synthesis. (2) with aniline and gallic acid reaction, Mr. aniline gallic acid salt, and then dehydration, rearrangement of Aminobenzoic acid. 6.0g of aniline and 125g of tetrachloroethylene were heated to ° C. EDTA0.5g was added, and then 36g of aqueous arsenic acid solution was added dropwise. With the addition of arsenic acid, the produced water solvent was azeotropically distilled out, The reaction temperature gradually increased to 175 ° C., at which time the reaction tended to be completed, and the reaction was stopped by continuing reflux for 1H. After cooling, the reaction solution was adjusted to PH = 9 with a 10%-15% alkali solution, and then stirred at 90 ° C. For 1H. After stratification, the aqueous layer was decolorized with activated carbon, and the solvent was removed by steam distillation. The filtrate was adjusted to PH = 2 with hydrochloric acid, and then refluxed at 104 ° C. For 8H. After completion of hydrolysis, the filtrate was adjusted to PH = 2-2.5, and left to stand for filtration to obtain a crude product. The mother liquor can be recycled. The crude product is dissolved in 4 times of water, activated carbon is added, PH = 8 is adjusted, and decolorization is carried out at 100 ° C. For 30min while hot and filtered. The filtrate was adjusted to PH = 3, and the product was precipitated by standing. The process route of this method is simple and the raw materials are easily obtained. However, due to the fact that the arsine reaction activity is low, there are many by-products, many post-treatment steps, and the single-pass yield is low. (3) with p-nitroaniline as raw material, by diazotization, arsine (replacement) and reduction. 281.8g of p-nitroaniline and 352.8g of industrial hydrochloric acid were added to the reactor, and the mixture was stirred at room temperature to sufficiently form a salt. After cooling to 0 ° C., 30% sodium nitrite aqueous solution was added dropwise, and the temperature was controlled to not exceed 10 ° C., and the end point of diazotization reaction was checked with starch-KI test paper. A solution of 323gAsO3 and 30% sodium nitrate was stirred at elevated temperature in the reactor to dissolve completely, And boiling 0.5h. It is cooled to 10 ° C., a few drops of CuSO4 solution are added, and then the diazonium salt solution is slowly added and reacted with stirring to form a nitrobenzene acid solution, and the temperature is controlled not to exceed 30 ° C. As shown in Fig. The PH of the p-nitrophenyl acid solution was adjusted to 2.8-3.2 with sulfuric acid, 328.1G of reduced iron powder and 110g of table salt were added, and the mixture was heated to slight reflux (° C.) for 2 hours. After cooling slightly, 164g of iron powder was added, and the reaction was carried out under reflux to PH = 9. After completion of the reaction (slightly cold), 200g of 30% NaOH solution was added, left for 5h and filtered. The filtrate was adjusted to PH 4.5 with industrial dilute sulfuric acid, decolorized (20min) with activated carbon at 80-90 °c, and filtered. The filtrate was adjusted to PH 2.8-3.2 with sulfuric acid and cooled to 10 °c, filtered and washed to give a crude product. The crude product and a small amount of antioxidant and 8 times the amount of deionized water, heated and dissolved, add a small amount of medical activated carbon reflux decolorization, while hot filtration, filtrate cooling to 5 ℃ precipitation of crystals, after filtration, drying to give the finished product. The overall yield was 52% (relative to p-nitroaniline). |
category | toxic substances |
toxicity grade | poisoning |
Acute toxicity | oral-rat LD50: 1000 mg/kg; Intraperitoneal-mouse LD50: 500 mg/kg |
flammability hazard characteristics | flammable; Thermal decomposition of toxic arsenide and nitrogen oxide gases; decomposition of toxic smoke in case of acid |
storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; It is stored and transported separately from food raw materials |
fire extinguishing agent | carbon dioxide, sand, water |
Occupational Standard | TWA 0.5 mg (arsenic)/m3; Tel 0.6 mg (arsenic)/M3 |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |