Structural Formula Vector Image
Title: Phloroglucinol
CAS Registry Number: 108-73-6
CAS Name: 1,3,5-Benzenetriol
Additional Names: 1,3,5-trihydroxybenzene; phloroglucin
Molecular Formula: C6H6O3
Molecular Weight: 126.11
Percent Composition: C 57.14%, H 4.80%, O 38.06%
Literature References: Isolation as dimer from phloretin, q.v.: H. Hlasiwetz, Ann. 96, 118 (1855). Prepn: J. R. Hwu, S.-C. Tsay, J. Org. Chem. 55, 5987 (1990). GC-MS determn in human plasma: C. Lartigue-Mattei et al., J. Chromatogr. 617, 140 (1993). Clinical evaluation: G. Cargill et al., Presse Med. 21, 19 (1992). Toxicology: R. Cahen et al., Therapie 17, 1349 (1962); J. Am. Coll. Toxicol. 14, 468 (1995). Review: G. Leston in Kirk-Othmer Encyclopedia of Chemical Technology vol. 19 (Wiley-Interscience, New York, 4th ed., 1996) pp 792-812. Biosynthesis study: J. Achkar et al., J. Am. Chem. Soc. 127, 5332 (2005).
Properties: White micro crystals, mp 217-219° with quick heating; 200-209° with slow heating. Sweet taste. Discolors in light. Sol in ether, benzene, pyrimidine, pyridine. Soluble in 10 parts methanol, 10 parts ethanol, 100 parts water (25°). LD50 in mice, rats (g/kg): 4.7, 4.0 i.g. (Cahen).
Melting point: mp 217-219° with quick heating; 200-209° with slow heating
Toxicity data: LD50 in mice, rats (g/kg): 4.7, 4.0 i.g. (Cahen)
Derivative Type: Dihydrate
CAS Registry Number: 6099-90-7
Trademarks: Spasfon-Lyoc (Cephalon); Spassirex (Sanofi-Aventis)
Properties: Colorless, odorless white rhombic crystals, mp 113-116° with quick heating; 116.5-117.0° with slow heating. Loses water of crystallization at 110°.
Melting point: mp 113-116° with quick heating; 116.5-117.0° with slow heating
Use: In diazo-type printing, textile dyeing. In cosmetics, as antioxidant; hair colorant. As reagent for detection of aldehydes, carbohydrates including lignin, and HCl. Cloud seeding. Rooting medium for woody plants.
Therap-Cat: Antispasmodic.
Keywords: Antispasmodic.

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