Back ساليسن Arabic Salicina Catalan Salicin German Salikino Esperanto Salicina Spanish Salitsiin Estonian سالیسین Persian Salisiini Finnish Salicyline French סליצין HE
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| Names | |
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| IUPAC name
2-(Hydroxymethyl)phenyl β-D-glucopyranoside
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| Systematic IUPAC name
(2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol | |
| Other names
Salicin; D-(−)-Salicin; Salicoside
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| Identifiers | |
3D model (JSmol)
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| Abbreviations | Glc(b)-O-Ph(2-CH2OH) |
| ChemSpider | |
| ECHA InfoCard | 100.004.847 |
| KEGG | |
PubChem CID
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| RTECS number |
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C13H18O7 | |
| Molar mass | 286.280 g·mol−1 |
| Appearance | White crystals |
| Density | 1.434 g/cm3[2] |
| Melting point | 207 °C (405 °F; 480 K)[2] |
| Boiling point | 240 decomp.[2] |
| 43 g/L | |
| Solubility in Ethanol | 3 g/L |
| Solubility in DMSO | 20 g/L |
| Solubility in dimethyl formamide | 30 g/L |
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
Main hazards
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Skin sensitizer / Contact dermatitis[3] |
| GHS labelling: | |
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| Warning | |
| H317 | |
| P261, P272, P280, P302+P352, P333+P313, P362, P363, P501 | |
| NFPA 704 (fire diamond) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Salicin is an alcoholic β-glucoside. Salicin is produced in (and named after) willow (Salix) bark. It is a biosynthetic precursor to salicylaldehyde.[4]
Salicin hydrolyses into β-d-glucose and salicyl alcohol (saligenin). Salicyl alcohol can be oxidized into salicylaldehyde and salicylate, both biologically and industrially.
- ^ Merck Index, 11th Edition, 8293
- ^ a b c Haynes, William M., ed. (2016). CRC Handbook of Chemistry and Physics (97th ed.). CRC Press. p. 3.312. ISBN 9781498754293.
- ^ PubChem
- ^ Pasteels, J. M.; Rowell-Rahier, M.; Braekman, J. C.; Dupont, A. (1983). "Salicin from host plant as precursor of salicylaldehyde in defensive secretion of Chrysomeline larvae". Physiological Entomology. 8 (3): 307–314. doi:10.1111/j.1365-3032.1983.tb00362.x. S2CID 85066862.