4-Aminobenzoic acid
- CAS No.
- 150-13-0
- Chemical Name:
- 4-Aminobenzoic acid
- Synonyms
- PABA;P-AMINOBENZOIC ACID;AMINOBENZOIC ACID;PARA AMINO BENZOIC ACID;4-Abz-OH;4-carboxyanilin;PARA-AMINOBENZOATE;Folic acid Impurity;4-Aminobenzoic acid CRS;4-Aminobenzoic Acid (USP)
- CBNumber:
- CB4212038
- Molecular Formula:
- C7H7NO2
- Molecular Weight:
- 137.14
- MOL File:
- 150-13-0.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/6/12 11:13:47
| Melting point | 187-189 °C(lit.) |
|---|---|
| Boiling point | 251.96°C (rough estimate) |
| Density | 1.374 g/mL at 25 °C(lit.) |
| vapor pressure | 0Pa at 25℃ |
| refractive index | 1.5323 (estimate) |
| Flash point | 250 °C |
| storage temp. | 2-8°C |
| solubility | 95% ethanol: soluble5%, clear to slightly hazy, colorless to yellow |
| form | Crystalline Powder |
| pka | 2.50, 4.87(at 25℃) |
| color | White to light yellow |
| Odor | Odorless |
| PH Range | 3.5 |
| PH | 3.5 (5g/l, H2O, 20℃) |
| Water Solubility | 4.7 g/L (20 ºC) |
| Sensitive | Air & Light Sensitive |
| Merck | 14,423 |
| BRN | 471605 |
| Stability | 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 DataBase Reference | 150-13-0(CAS DataBase Reference) |
| IARC | 3 (Vol. 16, Sup 7) 1987 |
| NIST Chemistry Reference | p-Aminobenzoic acid(150-13-0) |
| EPA Substance Registry System | p-Aminobenzoic acid (150-13-0) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H412 | |||||||||
| Precautionary statements | P273-P501 | |||||||||
| Hazard Codes | Xn,Xi | |||||||||
| Risk Statements | 22-36/37/38-43 | |||||||||
| Safety Statements | 26-36-37/39 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | DG1400000 | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 29224995 | |||||||||
| Toxicity | LD50 in mice, rats (g/kg): 2.85, >6.0 orally (Scott, Robbins); LD50 in rabbits (g/kg): 2.0 i.v. (Richards); 1.83 orally (Cronheim) | |||||||||
| NFPA 704 |
|
4-Aminobenzoic acid price More Price(21)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | A9878 | 4-Aminobenzoic acid ReagentPlus?, ≥99% | 150-13-0 | 5G | ₹1948.5 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | A9878 | 4-Aminobenzoic acid ReagentPlus?, ≥99% | 150-13-0 | 25G | ₹2706.25 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | PHR1840 | Aminobenzoic Acid Pharmaceutical Secondary Standard; Certified Reference Material | 150-13-0 | 500MG | ₹15826.15 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | A9878 | 4-Aminobenzoic acid ReagentPlus?, ≥99% | 150-13-0 | 100G | ₹5542.4 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.22312 | 4-Aminobenzoic acid for synthesis | 150-13-0 | 250G | ₹9890 | 2022-06-14 | Buy |
4-Aminobenzoic acid Chemical Properties,Uses,Production
Description
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.
Chemical Properties
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.
Uses
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.
Definition
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.
Preparation
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) .
General Description
Colorless crystals that discolor on exposure to light and air.
Reactivity Profile
4-Aminobenzoic acid is incompatible with ferric salts and oxidizing agents.
Hazard
Questionable carcinogen.
Safety Profile
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.
Purification Methods
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.]
4-Aminobenzoic acid Preparation Products And Raw materials
Raw materials
Preparation Products
1of6
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| Supplier | Advantage |
|---|---|
| GLR Innovations | 58 |
| sheetalchemicals | 58 |
| Shree Ganesh Dye Chem | 58 |
| SURYA LIFE SCIENCES LIMITED | 58 |
| Sarex Overseas | 58 |
| SAGAR LIFE SCIENCES PVT LTD | 58 |
| CRYSTAL QUINONE PVT LTD | 58 |
| PARAGON FINE AND SPECIALITY CHEMICAL PVT LTD | 58 |
| SNECOFRi Pvt Ltd | 58 |
| JSK Chemicals | 58 |
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