Grevillol

Chemical compound From Wikipedia, the free encyclopedia

Grevillol is an alkylresorcinol with a tridecyl side chain. It is a white solid and a natural product, occurring in several species. It is also an allergic contact sensitizer[4] and exhibits cytotoxicity.[5]

Quick facts Names, Identifiers ...
Grevillol
Names
IUPAC name
5-tridecylbenzene-1,3-diol
Other names
  • Grevillol
  • 5-Tridecyl-1,2-benzenediol
  • 5-Tridecylresorcinol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.190.335 Edit this at Wikidata
EC Number
  • 664-084-6
KEGG
  • InChI=1S/C19H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-17-14-18(20)16-19(21)15-17/h14-16,20-21H,2-13H2,1H3
    Key: UXOGOSLLGMYCNL-UHFFFAOYSA-N
  • CCCCCCCCCCCCCC1=CC(=CC(=C1)O)O
Properties
C19H32O2
Molar mass 292.463 g·mol−1
Appearance White solid[1]
Melting point 81-82 °C[1]
2.14×10−2 mg/L[2]
Vapor pressure 1.73×10−6 Pa[2]
Hazards
GHS labelling:[3]
GHS05: CorrosiveGHS07: Exclamation mark
Danger
H317, H318
P261, P264+P265, P272, P280, P302+P352, P305+P354+P338, P317, P321, P333+P317, P362+P364, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Occurrence

Grevillol is found in several Grevillea species native to Australia,[6] notably Grevillea robusta.[4] It also occurs in Australian brown algae species, including Cystophora torulosa and Caulocystis cephalornithos.[6]

Reactions

Grevillol can be used as a precursor in the synthesis of rapanone, a 2,5-dihydroxy-1,4-benzoquinone derivative.[7]

References

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