Salicin

Salicin
Names
IUPAC name
2-(Hydroxymethyl)phenyl β-D-glucopyranoside
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
Identifiers
3D model (JSmol)
Abbreviations Glc(b)-O-Ph(2-CH2OH)
ChemSpider
ECHA InfoCard 100.004.847
KEGG
RTECS number
  • LZ5901700
UNII
  • InChI=1/C13H18O7/c14/h1-4,9-18H,5-6H2
  • OCc1ccccc1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
Properties
C13H18O7
Molar mass 286.280 g·mol−1
Appearance White crystals
Density 1.434 g/cm3
Melting point 207 °C (405 °F; 480 K)
Boiling point 240 decomp.
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
Skin sensitizer / Contact dermatitis
GHS labelling:
Warning
H317
P261, P272, P280, P302+P352, P333+P313, P362, P363, P501
NFPA 704 (fire diamond)
1
0
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Salicin is an alcoholic β-glucoside. Salicin is produced in (and named after) willow (Salix) bark. It is a biosynthetic precursor to salicylaldehyde.

Salicin hydrolyses into β-d-glucose and salicyl alcohol (saligenin). Salicyl alcohol can be oxidized into salicylaldehyde and salicylate, both biologically and industrially.