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xylitol

Xylitol

Xylitol /ˈzaɪlɪtɒl/ is a sugar alcohol used as a sweetener. The name derives from Greek: ξύλον, xyl[on], “wood” + suffix -itol, used to denote sugar alcohols. Xylitol is categorized as a polyalcohol or sugar alcohol (alditol). It has the formula CH2OH(CHOH)3CH2OH and is an achiral[3] isomer of pentane-1,2,3,4,5-pentol. Xylitol is roughly as sweet as sucrose (table sugar), with about 33% fewer calories per unit weight. Unlike other natural or synthetic sweeteners, xylitol is actively beneficial for dental health by reducing caries (cavities) to a third in regular use and helpful to remineralization.[4] Multiple studies utilizing electron microscopy have indicated that xylitol is effective in inducing remineralization of deeper layers of demineralized enamel.[5][6] Fair evidence was found that xylitol (as chewing gum, lozenges, nasal spray, etc.) reduced the incidence of acute middle ear infection in healthy children.[7]

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Product Description


IUPAC name
(2R,4S)-Pentane-1,2,3,4,5-pentol
Other names
1,2,3,4,5-Pentahydroxypentane;
Xylite

CAS Number 87-99-0
ChEMBL ChEMBL96783
ChemSpider 6646
Jmol interactive 3D Image
PubChem 6912
UNII VCQ006KQ1E

InChI[show]

SMILES[show]

Chemical formula C5H12O5
Molar mass 152.15 g·mol−1
Density 1.52 g/cm3
Melting point 92 to 96 °C (198 to 205 °F; 365 to 369 K)
Boiling point 345.39 °C (653.70 °F; 618.54 K) Predicted value using Adapted Stein & Brown method[2]
Solubility in water ~ 0.1 g/mL

NFPA 704

Related alkanes Pentane