Topic summary

Phloroglucinol

Phloroglucinol
Names Preferred IUPAC name
Benzene-1,3,5-triol
Other names
phloroglucine, 1,3,5-benzenetriol, 1,3,5-trihydroxybenzene or cyclohexane-1,3,5-trione
Identifiers
3D model (JSmol)
ChEBIChEMBLChemSpiderECHA InfoCard100.003.284EC Number
  • 203-611-2
KEGGRTECS number
  • UX1050000
UNII
  • InChI=1S/C6H6O3/c7-4-1-5(8)3-6(9)2-4/h1-3,7-9H
    Key: QCDYQQDYXPDABM-UHFFFAOYSA-N
  • InChI=1/C6H6O3/c7-4-1-5(8)3-6(9)2-4/h1-3,7-9H
    Key: QCDYQQDYXPDABM-UHFFFAOYAF
  • c1c(cc(cc1O)O)O
Properties C6H6O3Molar mass126.111 g·mol Appearance colorless to beige solid Melting point219 °C (426 °F; 492 K) 1 g/100 mL Solubilitysoluble in diethyl ether, ethanol, pyridineAcidity (pKa) 8.45 −73.4×10 cm/molPharmacology A03AX12 (WHO) Hazards GHS labelling: WarningH412P273, P501Lethal dose or concentration (LD, LC): 5 g/kg (rat, oral)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Phloroglucinol is an organic compound with the formula C6H3(OH)3. It is a colorless solid. It is used in the synthesis of pharmaceuticals and explosives. Phloroglucinol is one of three isomeric benzenetriols. The other two isomers are hydroxyquinol (1,2,4-benzenetriol) and pyrogallol (1,2,3-benzenetriol). Phloroglucinol, and its benzenetriol isomers, are still defined as "phenols" according to the IUPAC official nomenclature rules of chemical compounds. Many such monophenolics are often termed polyphenols. The enzyme is biosynthesized by phloroglucinol synthase.