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| 融点 | 187-189 °C(lit.) | | 沸点 | 251.96°C (rough estimate) | | 比重(密度) | 1.374 g/mL at 25 °C(lit.) | | 蒸気圧 | 0Pa at 25℃ | | 屈折率 | 1.5323 (estimate) | | 闪点 | 250 °C | | 貯蔵温度 | 2-8°C | | 溶解性 | 95% ethanol: soluble5%, clear to slightly hazy, colorless to yellow | | 外見 | Crystalline Powder | | 酸解離定数(Pka) | 2.50, 4.87(at 25℃) | | 色 | White to light yellow | | 臭い (Odor) | Odorless | | 酸塩基指示薬変色域(pH) | 3.5 | | PH | 3.5 (5g/l, H2O, 20℃) | | 水溶解度 | 4.7 g/L (20 ºC) | | Sensitive | Air & Light Sensitive | | Merck | 14,423 | | BRN | 471605 | | 安定性： | Stable. Incompatible with strong oxidizing agents. Combustible. Sensitive to light and air. May discolour on exposure to light. | | InChIKey | ALYNCZNDIQEVRV-UHFFFAOYSA-N | | LogP | 0.96 at 25℃ | | CAS データベース | 150-13-0(CAS DataBase Reference) | | IARC | 3 (Vol. 16, Sup 7) 1987 | | NISTの化学物質情報 | p-Aminobenzoic acid(150-13-0) | | EPAの化学物質情報 | p-Aminobenzoic acid (150-13-0) |
| | 4-アミノ安息香酸 Usage And Synthesis |
| 外観 | 白色～わずかにうすい黄色, 結晶～結晶性粉末 | | 定義 | PABAは、パラアミノ安息香酸の表示名称である。本品は、次の化学式で表される芳香族化合物である。 | | 溶解性 | 冷水に難溶。熱湯, エタノール, エーテルに可溶。エタノールに溶け、水に溶けにくい。 | | 用途 | 有機合成原料。 | | 化粧品の成分用途 | 褪色防止剤、紫外線吸収剤.散乱剤 | | 効能 | 紫外線保護剤 | | 説明 | 4-Aminobenzoic acid (also known as para-aminobenzoic acid or PABA because the number 4 carbon in the benzene ring is also known as the para position) is an organic compound with the formula H2NC6H4CO2H. PABA is a white solid, although commercial samples can appear gray. It is slightly soluble in water. It consists of a benzene ring substituted with amino and a carboxyl groups. The compound occurs naturally. The potassium salt is used as a drug against fibrotic skin disorders, such as Peyronie's disease, under the trade name Potaba. PABA is also occasionally used in pill form by sufferers of irritable bowel syndrome to treat its associated gastrointestinal symptoms, and in nutritional epidemiological studies to assess the completeness of 24-hour urine collection for the determination of urinary sodium, potassium, or nitrogen levels. | | 化学的特性 | colorless needle-like crystals. turns light yellow in the air or in light. Soluble in hot water, ether, ethyl acetate, ethanol and glacial acetic acid, insoluble in water, benzene, and insoluble in petroleum ether. | | Originator | Pabalate,Robins,US,1949 | | 使用 | 4-aminobenzoic acid is an aminobenzoic acid isomer that combines with pteridine and glutamic acid to folic acid. The fact that 4-aminobenzoic acid absorbs light throughout the UVB range has also resulted in its use as an ingredient in sunscreens. Also it is used as a component of some medicines e.g analgesic or anesthetic preparations sunscreen agents and bentiromide. | | 製造方法 | 4-Aminobenzoic acid synthesis method: add 38.0g of p-nitrobenzoic acid, 200mL of water, 20mL of tetrahydrofuran, 0.4g of sodium dodecyl sulfonate and 1.9g of Raney nickel to the autoclave, nitrogen replacement Three times, fill with hydrogen, adjust the pressure to 0.9±0.1MPa, adjust the temperature to 100±2°C, and keep the reaction under pressure for 4h to complete. After the reaction, the catalyst was recovered by filtration, left to stand for stratification, the water layer was directly applied mechanically, the tetrahydrofuran layer was distilled and recovered and applied mechanically, then 1.5 g of activated carbon was added to the 4-aminobenzoic acid mother liquor, and under nitrogen protection, heating and refluxing for decolorization for 20min, Filtration, cooling and crystallization of mother liquor, filtration, drying under vacuum at 80-85 °C to obtain 30.3 g of 4-aminobenzoic acid with a yield of 97.2%, a melting point of 187.1-187.6 °C, and a content of 100.2% (permanent stop titration method) . | | 定義 | ChEBI: 4-aminobenzoic acid is an aminobenzoic acid in which the amino group is para to the carboxy group. It has a role as an Escherichia coli metabolite, a plant metabolite and an allergen. It derives from a benzoic acid. It is a conjugate acid of a 4-aminobenzoate. | | brand name | RVPaba Lipstick (ICN). | | Therapeutic Function | Sunscreen agent, Antirickettsial | | 生物学の機能 | 4-Aminobenzoic acid is one of the most important aromatic amino acids. It is an important part of the substances necessary for the growth and division of body cells. It has an irreplaceable role in the metabolism of life. It is used in yeast, liver, bran and malt. The content is very high. 4-Aminobenzoic acid can relieve anemia caused by lack of red blood cells, viral anemia, sprue and anemia during pregnancy. 4-Aminobenzoic acid is a high-efficiency nutritional product with the main ingredient - vitamin B-100, which can effectively improve the three major metabolisms of the human body, comprehensively combat fatigue and relieve stress. The compatibility of 4-aminobenzoic acid with penicillin or streptomycin can effectively improve the bacteriostatic effect. | | Synthesis Reference(s) | Synthesis, p. 285, 1971
Tetrahedron, 47, p. 8587, 1991 DOI: 10.1016/S0040-4020(01)82402-9 | | 一般的な説明 | Colorless crystals that discolor on exposure to light and air. | | 反応プロフィール | 4-Aminobenzoic acid is incompatible with ferric salts and oxidizing agents. | | 危険性 | Questionable carcinogen. | | 燃焼性と爆発性 | Non flammable | | 安全性プロファイル | Moderately toxic by ingestion and intravenous routes. Ingesting large doses can cause nausea, vomiting, skin rash, methemoglobinemia, and possibly toxic hepatitis. Experimental reproductive effects. Mutation data reported. Questionable carcinogen. Combustible. When heated to decomposition it emits toxic fumes of NO,. A topical sunscreen. | | 純化方法 | Purify p-aminobenzoic acid by dissolving it in 4-5% aqueous HCl at 50-60o, decolorising with charcoal and carefully precipitating it with 30% Na2CO3 to pH 3.5-4 in the presence of ascorbic acid. It can be recrystallised from water, EtOH or EtOH/water mixtures. [Beilstein 14 IV 1126.] |
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