phloroglucinol
Also 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
~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).