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4-Aminobenzoic acid

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4-Aminobenzoic acid Basic information
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.)
  • 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
  • pka2.50, 4.87(at 25℃)
  • 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
  • CAS DataBase Reference150-13-0(CAS DataBase Reference)
  • 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
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 PropertiesWhite to off white crystalline powder
  • UsesWidely distributed in nature as a B complex factor. Baker’s yeast contains 5 to 6 ppm, brewer’s yeast from 10 to 100 ppm. Occurs free and in ester form.
  • Usesgastric acid secretion inhibitor
  • Usesoctyl dimethyl PABA (padimate-O; p-aminobenzoic acid) is an FDA-approved sunscreen chemical whose InCI name is now ethylhexyl dimethyl PABA.
  • UsesPABA is a sunscreen chemical with an approved usage level of 5 to 15 percent. It is found to be irritating to sensitive skin, has the potential to cause sensitization, and is considered too water soluble. once extremely popular, this ingredient has practically disappeared from sunscreen formulations. PABA is a yellowish or colorless acid found in vitamin B complex.
  • IndicationsPABA preparations absorb UVL between 280 and 320 nm. This acid will stain white fabrics, especially cotton. The esters of PABA are slightly less effective and do not stain as much. Cross-sensitization can occur with some sunscreens. In particular, PABA and its derivatives may cross-react with sulfonamides, benzocaine, procaine, paraphenylenediamine, and azo dyes. Padimate-O, the ester form of PABA, is also used for UVB protection.
  • DefinitionChEBI: An aminobenzoic acid in which the amino group is para to the carboxy group.
  • brand nameRVPaba Lipstick (ICN).
  • 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.
  • 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.]
4-Aminobenzoic acid Preparation Products And Raw materials
4-Aminobenzoic acid(150-13-0)Related Product Information
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