ChemicalBook Product Catalog Organic Chemistry Carboxylic acids and derivatives Carboxylic acid derivatives 4-Aminobenzoic acid

4-Aminobenzoic acid

4-Aminobenzoic acid Basic information
Product Name:4-Aminobenzoic acid
Synonyms:4-AMinobenzoic acid ReagentPlus(R), >=99%;4-AMinobenzoic acid ReagentPlus(R), 99%;4-AMinobenzoic Acid, 97+%;The aMino acid;Conivaptan hydrochkoride Impurity B;Folic acid Impurity;4-carboxyanilin;4-Aminobenzoic acid purified by sublimation, >=99%
CAS:150-13-0
MF:C7H7NO2
MW:137.14
EINECS:205-753-0
Product Categories:Amines;Aromatics;AMINOACID;Benzene derivatives;Intermediates & Fine Chemicals;Pharmaceuticals;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Organic acids;Anilines (Building Blocks for Liquid Crystals);Benzoic Acids (Building Blocks for Liquid Crystals);Bifunctional Compounds (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Functional Materials;Pharmaceutical intermediates;amine | carboxylic acid;NEXIUM;buildingblock;Intermediate;150-13-0;bc0001
Mol File:150-13-0.mol
4-Aminobenzoic acid Structure
4-Aminobenzoic acid Chemical Properties
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)
Fp 250 °C
storage temp. 2-8°C
solubility 95% ethanol: soluble5%, clear to slightly hazy, colorless to yellow
pka2.50, 4.87(at 25℃)
form Crystalline Powder
color White to light yellow
OdorOdorless
PH3.5 (5g/l, H2O, 20℃)
PH Range3.5
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.
InChIKeyALYNCZNDIQEVRV-UHFFFAOYSA-N
LogP0.96 at 25℃
CAS DataBase Reference150-13-0(CAS DataBase Reference)
IARC3 (Vol. 16, Sup 7) 1987
NIST Chemistry Referencep-Aminobenzoic acid(150-13-0)
EPA Substance Registry Systemp-Aminobenzoic acid (150-13-0)
Safety Information
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
Hazardous Substances Data150-13-0(Hazardous Substances Data)
ToxicityLD50 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)
MSDS Information
ProviderLanguage
1-Amino-4-carboxybenzene English
SigmaAldrich English
ACROS English
ALFA English
4-Aminobenzoic acid Usage And Synthesis
Description4-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 Propertiescolorless 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.
OriginatorPabalate,Robins,US,1949
Uses4-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.
DefinitionChEBI: 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.
Preparation4-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) .
Brand nameRVPaba Lipstick (ICN).
Therapeutic FunctionSunscreen agent, Antirickettsial
Biological Functions4-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
General DescriptionColorless crystals that discolor on exposure to light and air.
Reactivity Profile4-Aminobenzoic acid is incompatible with ferric salts and oxidizing agents.
HazardQuestionable carcinogen.
Flammability and ExplosibilityNonflammable
Safety ProfileModerately 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 MethodsPurify 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.]
P-AMINOBENZOIC ACID ETHYL ESTER,P-AMINOBENZOIC ACID ETHYL ESTER Sulfanilic acid Methyl anthranilate Hyaluronic acid Ethyl 2-(Chlorosulfonyl)acetate Methyl 4-aminobenzoate ALTRENOGEST 4-Aminobenzoic acid 4-Amino-benzenesulfonic acid monosodium salt Stearic acid 6-Aminocaproic acid tert-Butyl 4-aminobenzoate p-Anisidine 2-Aminophenol Tris(hydroxymethyl)aminomethane O-AMINOBENZOIC ACID,O-AMINOBENZOIC ACID P-AMINOBENZOIC ACID BUTYL ESTER,P-AMINOBENZOIC ACID BUTYL ESTER Citric acid
Email:[email protected] [email protected]
Copyright © 2024 Mywellwork.com All rights reserved.