Structure via PubChem · Public domain (PubChem)
phloroglucinol
Sign in to saveAlso known as s-Trihydroxybenzene, Floroglucinol, 3,5-Dihydroxyphenol, 5-Benzenetriol, Dilospan S, 1,3,5-Triol, Benzene-S-triol, 1,3, 5-Trihydroxybenzene
thumb|right| of phloroglucinol 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.
Chemical data
- Formula
- C6H6O3
- Molecular weight
- 126.11 g/mol
- IUPAC name
- benzene-1,3,5-triol
- SMILES
- C1=C(C=C(C=C1O)O)O
- InChIKey
- QCDYQQDYXPDABM-UHFFFAOYSA-N
- XLogP
- 0.2
- Polar surface area
- 60.7 Ų
- H-bond donors
- 3
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
4,470 papers- Effects of Phloroglucinol on Embryo Transfer: A Systematic Review and Meta-Analysis.Gynecologic and obstetric investigation · 2024
- Efficacy of phloroglucinol for acceleration of labour: a systematic review and meta‑analysis.Archives of gynecology and obstetrics · 2021
- Phloroglucinol compounds of natural origin.Natural product reports · 2006
- Efficacy of phloroglucinol for the treatment of pain of gynaecologic or obstetrical origin: a systematic review of literature of randomised controlled trials.European journal of clinical pharmacology · 2020
- Phloroglucinol compounds of natural origin: synthetic aspects.Natural product reports · 2010
via PubMed
Wikidata facts
- Mass
- 126.032
Show 4 more facts
- Commons category
- Phloroglucinol
- chemical formula
- C₆H₆O₃
- canonical SMILES
- C1=C(C=C(C=C1O)O)O
- melting point
- 218
via Wikidata · CC0
~8 min read
Article
11 sectionsContents
- Synthesis and occurrence
- Reactions
- Tautomerism and acid-base behavior
- Other reactions
- Natural occurrences
- Biosynthesis
- Health effects
- ATC classification
- Applications
- Use in tests
- References
thumb|right| of phloroglucinol 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.
==Synthesis and occurrence== In 1855, phloroglucinol was first prepared from phloretin by the Austrian chemist Heinrich Hlasiwetz (1825–1875).