4-Hydroxybenzoic acid

4-Hydroxybenzoic acid, also known as p-hydroxybenzoic acid (PHBA), is a monohydroxybenzoic acid, a phenolic derivative of benzoic acid. It is a white crystalline solid that is slightly soluble in water and chloroform but more soluble in polar organic solvents such as alcohols and acetone. 4-Hydroxybenzoic acid is primarily known as the basis for the preparation of its esters, known as parabens, which are used as preservatives in cosmetics and some ophthalmic solutions. It is isomeric with 2-hydroxybenzoic acid, known as salicylic acid, a precursor to aspirin, and with 3-hydroxybenzoic acid.

4-Hydroxybenzoic acid
Names
Preferred IUPAC name
4-Hydroxybenzoic acid
Other names
p-Hydroxybenzoic acid
para-Hydroxybenzoic acid
PHBA
4-hydroxybenzoate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.002.550
EC Number
  • 202-804-9
KEGG
PubChem CID
UNII
  • InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10) Y
    Key: FJKROLUGYXJWQN-UHFFFAOYSA-N Y
  • InChI=1/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10)
    Key: FJKROLUGYXJWQN-UHFFFAOYAQ
SMILES
  • O=C(O)c1ccc(O)cc1
  • c1cc(ccc1C(=O)O)O
Properties
C7H6O3
Molar mass 138.122 g·mol−1
Appearance White crystalline
Odor Odorless
Density 1.46 g/cm3
Melting point 214.5 °C (418.1 °F; 487.6 K)
Boiling point N/A, decomposes
0.5 g/100mL
Solubility
log P 1.58
Acidity (pKa) 4.54
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Irritant
NFPA 704 (fire diamond)
2
0
0
250 °C (482 °F; 523 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)
2200 mg/kg (oral, mouse)
Safety data sheet (SDS) HMDB
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references
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